TITLE: FLAVONOID PROFILING BY LIQUID CHROMATOGRAPHY COUPLED TO MASS SPECTROMETRY (LC/MS)
AUTHORS: Camilo E. Vital, Jenny D. Gómez, Pedro M. Vidigal, Edvaldo Barros, Claudia S.L. Pontes, Nívea M. Vieira, Maria G. A. Oliveira, Humberto J. O. Ramos

[DESCRIPTION]
<div class = "text-blocks"><div class = "text-block">Flavonoids play a variety of biological activities in plants, animals and bacteria range from physiological development to plant responses for abiotic and biotic stresses, as well as health-promoting effects of pharmaceutical interest. The following protocol describes the steps and details to generation of qualitative and quantitative broad-range profiles of flavonoids from plant tissues by ultra-high-performance liquid chromatograph (UHPLC) coupled to mass spectrometry</div></div>

[STEPS]
?. [3.1 FLAVONOIDS EXTRACTION]
1)  Collect samples of plant tissues, immediately freeze in liquid nitrogen and store them in freezer -80° C until use.2) Macerate the samples in liquid nitrogen using mortar and pestle. Do not allow to thaw. Weigh approximately 100mg of each sample into microtubes (2ml) and annotate the weight (used for absolute quantifications)3) Add 200 μl of a solution containing 75% methanol and 0.1% formic acid.4) Sonicate the samples for 30 minutes and centrifuge for 14000g for 10 minutes at 4oC.5) Collect the supernatants in new tubes. To the remaining pellet, repeat the procedures 3 and 4 (supernatant 2) and then pool the supernatants.6) Filter the supernatant using disposable 0.2 ml PVDF membrane.7) Dry the methanolic extracts in speed vac and resuspend in deionized water (50uL).8) Store the samples in freezer -80ºC until analyze them using LC-MS.
?. [3.3 FLAVONOID PROFILE]
The flavonoid profiles are obtained through a three-step process: 1) Analysis of target phenolic compounds (Table 1).2) Analysis of flavonoid classes using a non-target method with insource fragmentation ISCID (Table 2), following Abrankó and Szilvássy (2015).3) Determination of glycoconjugates flavonoid m/z values and putative structures using precursor ions. Table 1. Transition list and MS parameters used for analysis of twenty-one target phenolic compounds  ABCDEFGH1  <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Molecule Name    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor
  Charge    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Product  <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">m/z    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Product
  charge    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor RT    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor CE    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor m/z    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Polarity  2  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperidin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">611    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  3  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Rutin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">611    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  4  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">581    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  5  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Orientin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">329    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">5.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">449    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  6  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Isoorientin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">299    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">5.6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">449    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  7  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Vitexin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">313    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">433    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  8  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Isovitexin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">283    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">433    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  9  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">7.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  10  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  11  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperetin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  12  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercitin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  13  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">139    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  14  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">139    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">4.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  15  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8.6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  16  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">7.9    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  17  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">107    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">7.1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  18  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Narigenin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8.4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  19  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8.4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  20  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8.4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  21  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">9.6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  22  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Chalcone    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">104    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">11.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">210    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive   Table 2. LC/MS conditions to analyze the flavonoid classes and used as input in the Skyline analysis.  ABCDEF1  <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Molecule  <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Name    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor Charge    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Product m/z    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Product
  charge    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor CE    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Precursor m/z  2  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein Class 1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255  3  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein Class 1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">181    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255  4  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein Class 1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255  5  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein Class 1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">91    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255  6  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  7  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">145    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  8  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">91    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  9  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  10  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  11  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">145    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  12  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">91    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  13  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  14  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin Class 3    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">150.7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275  15  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin Class 3    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">107    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275  16  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin Class 3    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">79    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275  17  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin Class 3    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">77    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275  18  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  19  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">135    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  20  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">121    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  21  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  22  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  23  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">135    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  24  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">121    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  25  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  26  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">161    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  27  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">123    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  28  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">119.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  29  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  30  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">161    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  31  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">123    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  32  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">119.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  33  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  34  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercetin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">229.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  35  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercetin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  36  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercetin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  37  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercetin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">89    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  38  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperentin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">229.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  39  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperentin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  40  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperentin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  41  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperentin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">89    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  42  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">229.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  43  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  44  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  45  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">89    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  46  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin Class 7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">245    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319  47  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin Class 7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">217    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319  48  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin Class 7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">164.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319  49  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin Class 7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319  50  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringenin Class 8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273  51  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringenin Class 8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">147    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273  52  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringenin Class 8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">119    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273  53  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringenin Class 8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">91    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273
ABCDEFGH1  <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Molecule Name    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor
  Charge    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Product  <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">m/z    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Product
  charge    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor RT    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor CE    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor m/z    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Polarity  2  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperidin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">611    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  3  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Rutin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">611    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  4  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">581    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  5  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Orientin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">329    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">5.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">449    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  6  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Isoorientin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">299    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">5.6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">449    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  7  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Vitexin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">313    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">433    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  8  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Isovitexin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">283    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">433    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  9  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">7.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  10  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  11  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperetin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">6.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  12  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercitin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  13  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">139    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  14  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">139    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">4.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  15  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8.6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  16  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">7.9    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  17  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">107    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">7.1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  18  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Narigenin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8.4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  19  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8.4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  20  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">8.4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  21  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">9.6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive  22  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Chalcone    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">104    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">11.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">210    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Positive
ABCDEF1  <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Molecule  <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Name    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor Charge    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Product m/z    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Product
  charge    <span lang="PT-BR" style="font-size:10.0pt;
  mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:PT-BR">Precursor CE    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Precursor m/z  2  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein Class 1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255  3  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein Class 1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">181    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255  4  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein Class 1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255  5  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Daidzein Class 1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">91    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">255  6  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  7  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">145    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  8  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">91    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  9  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Apigenin Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  10  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  11  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">145    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  12  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">91    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  13  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Genistein Class 2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">271  14  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin Class 3    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">150.7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275  15  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin Class 3    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">107    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275  16  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin Class 3    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">79    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275  17  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Phloretin Class 3    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">77    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">275  18  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  19  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">135    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  20  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">121    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  21  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Luteolin Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  22  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  23  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">135    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  24  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">121    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  25  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Kaempferol Class 4    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">287  26  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">161    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  27  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">123    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  28  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">119.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  29  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Catechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  30  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">161    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  31  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">123    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  32  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">119.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  33  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Epicatechin Class 5    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">69    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">291  34  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercetin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">229.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  35  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercetin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  36  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercetin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  37  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Quercetin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">89    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  38  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperentin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">229.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  39  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperentin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  40  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperentin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  41  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Hesperentin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">89    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  42  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">229.2    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  43  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  44  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">137    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  45  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Morin Class 6    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">89    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">303  46  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin Class 7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">245    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319  47  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin Class 7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">217    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319  48  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin Class 7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">164.8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319  49  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Myricetin Class 7    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">319  50  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringenin Class 8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">153    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273  51  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringenin Class 8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">147    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273  52  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringenin Class 8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">119    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273  53  <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">Naringenin Class 8    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">91    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">1    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">30    <span lang="PT-BR" style="font-size:10.0pt;mso-bidi-font-family:&quot;Times New Roman&quot;;mso-ansi-language:
  PT-BR">273
?. [3.2 LC/MS CONDICTIONS]
1) UHPLC system containing vials for 50 μl and loop for injection of 5 μl.2) Use a mass spectrometer triple quadrupole that enable product, precursor and MRM scans. The methods were optimized for an Ultra-High-Performance Liquid Chromatography (UHPLC) coupled online to a mass spectrometer QQQ (triple quadrupole). 3) Chromatographic separation is performed by reverse phase columns, such as an analytical Zorbax Eclipse Plus C18 (1.8 μm, 2.1 x 50mm) and a guard column Zorbax SB-C18, 1.8 μm. 4) The mobile phase consists of buffers A (water acetic acid 0.02%) and B (acetonitrile acetic acid 0.02%) and a gradient of %B: 5% x 0 min­-1; 60% x 11 min­-1; 95% x 13 min­-1; 95% x 17 min­-1; 5% x 19 min­-1; and 5% x 20 min­-1. The solvent flow rate is 0.3ml x min­-1in a column at 30°C. The mass spectrometer is operated by positive mode according to method for flavonoids detection. 5) The ionization method used in the mass spectrometry was an ESI (Electrospray Ionization) under the conditions: gas temperature of 300 °C, nitrogen flow rate of 10 L x min­-1, nebulizer pressure of 35 psi and capillary voltage of 4000 V.
?. [3.4 TARGET METHOD]
Note: Inthis method, aflavonoid compound should be specified to detection and absolute quantification (ug/g fresh tissue) using standard curves. 1) Prepare a standard solution containing 1.0 ug/mL of each compound in methanol 50% and transfer it to vials. (foi usado essa concetração para injetar neste momento?).2) Setup a product ion scan method for each compound and optimize the transmission and fragmentation parameters. This procedure may be executed manually or automatically. 3) Select the higher intensity fragment ions to compose the transition list used in the scan mode by MRM (Multiple Reaction Monitoring) as illustrated in the Table 1. 4) Prepare serial dilutions of 0.1 ng/mL up to 1.0 ng/mL in according with the mass spectrometer sensitivity and linearity. Two replicate is enough to prepare the standard curves. 5) Inject 5.0 ul and perform the MRM method as setup in step 3.6) Generate the area from XICs (extracted ion chromatograms) for each dilution using Skyline software. Note: A complete tutorial for processing of the mass spectra data using Skyline software is described in the Supplementary Material 1.7) Export the XICs to Microsoft Excel following the instructions of the Skyline tutorial (Supplementary Material 1).8) Prepare the standard curves for each compound in ng/mL of fresh tissue. Use the XIC area versus flavonoid concentration (ng/mL) to generated linear curves (Figure 1). Figure 1. Schematic diagram of the steps used for prepare of the standard curves.
?. [SAMPLE ANALYSIS]
1) Inject all sample randomly using the MRM method, which was used to generate the standard curves. Use the raw data to analyze mass spectra using Skyline software (section 3.3; step 6).2) For each compound, use the XICs area exported to Microsoft Excel and convert to ng/mL using the standard linear curves (section 3.3; step 6). Quantification of Kaempferol for a Sample 1 with a XIC area of 7250:  Kaempferol ; transition 287 >153; retention time 8.6 (Table 1). Conversion to ng/mL:Standard curve for Kaempherol:y=13.524x + 1564.6; where x is the sample concentration (ng/mL) and y is the XIC area (arbitrary units)Kaempherol concentration in the sample 1: 420.4 ng/mL  Conversion of ng/mL to ng/g of fresh tissue:420,4 ---- 1000ul  x------ 50ulThen:21 ng of Kaempherol from 100mg of fresh tissue, 210 ng/g fresh leaves
?. [3.5 NON TARGET METHOD]
Note: In this method, glyconjugate flavonoids are fragmented in-source and the respective aglycones are monitored by MRM using four specific transitions. It allows the characterization of the flavonoid classes of samples as well as their relative abundances. The relative abundances of the fragment ions (FRI%, fragment relative intensity) is used to characterize the glyconjugates from different flavonoid classes that show same nominal mass (for instance: Kaempherol from Luteolin; isomers with m/z = 286).1) Inject in LC/MS system the standards of glycoconjugates, such as rutin, hesperidin, naringin to optimize the in-source energy for better release the aglycone core before the first quadrupole. 2) Inject also in the LC/MS system the standards (such as dadzein, apigenin, genistein, etc) for each aglycone belonging to the flavonoid classes. Use the product ion scan to optimize the fragmentation conditions to generate the fragment ions. Do not use high energy in the source,just use the optimal transmission setting. Verify the fragments which show intensities distinct from aglycones of the same class (same nominal mass, isomers), as reference see Abrankó and Szilvássy (2015)  and Gómez et al. (2018) prepare a MRM method (Table 2).3) Inject again all the standards using MRM scan for the selected transitions in the step 2. Use four transitions by compound (Table 2). Use the raw spectrum as input of Skyline software and export the XICs areas to generate the FRI%, which will used as signature for identification of each compound from each class using the Microsoft Excel. For instance, despite kaempferol and luteolin show the same nominal mass of m/z 287, the FRI% of fragments (153, 135, 121 and 69) enable a undoubted differentiation of the aglycone (Figure 2).Figure 2.Fragment relative intensity (FRI%) from Kaempferol and Luteolin:
?. [SAMPLE ANALYSIS]
1) Inject all sample randomly in LC/MS system using the in-source/MRM setup (section 3.4)2). Use the raw spectra as input of Skyline software to obtain the XIC area for each transition (Figure 3A) and the FRI% for each retention time (RT) (Figure 3B).  Note: The eluted compounds that shown the same FRI% of the specific standard will be considerate as containing the same aglycone (Figure 3B). Figure 3.Nontarget analysis of flavonoids. Analysis of Apigenin and genistein results in the Skyline software (A) and fragment relative intensity (FRI %) in the standard and plant sample (B). Compound with RT 6.7 and 7.2 are characteristic of apigenin core.
?. [3.6 DETERMINATION OF THE GLUCOCONJUGATED MASS]
Note: In this method, a precursor ion scan is used to determinate the m/z of the glycoconjugates from eluted compounds in different RTs which match with the FRI% from the flavonoid standards (section 3.5). 1) Inject again the all sample randomly in the LC/MS system. Setup a precursor ion scan  for each class using the same parameters of the section 3.5.2) Use the mass spectrometermanufacturer software to proces the spectrum raw data. The Figure 4 shows the layout of Mass Hunter software (Agilent). For each XIC, annotate the m/z values of the precursor ions eluted in each RT.3) Search each m/z value (deprotonated value, subtracted of 1.0 Da)in a mass spectrum database, such as MassBank (https://massbank.eu/MassBank/), by “Quick Source module” using the mass tolerance of 0.3 Da. Additionally, search for scientific reports which describe flavonoids with the same nominal mass containing the same aglycone core. Then subtract the nominal mass of glycoconjugate of the aglycone core to obtain the sugar moiety.Figure 4. Determination of the m/z values for the detected Glucoconjugated flavonoids in the step 3.5.
?. [ACKNOWLEDGMENTS]
The authors would like to thank the Núcleo de Análises de Biomoléculas (NuBioMol) of the Universidade Federal de Viçosa for providing the facilities for the data analysis. The authors also acknowledge the financial support provided by the following Brazilian agencies: Fundação de Amparo à Pesquisa do Estado de Minas Gerais (Fapemig), Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES), Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq), Financiadora de Estudos e Projetos (Finep), and Sistema Nacional de Laboratórios em Nanotecnologias (SisNANO)/Ministério da Ciência, Tecnologia e Informação (MCTI).
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?. [REFERENCES]
Abrankó L, Szilvássy B. Mass spectrometric profiling of flavonoid glycoconjugates possessing isomeric aglycones. J. Mass Spectrom. 2015; 50:71–80.Gómez JD, Vital CE, Oliveira MGA, Ramos HJO (2018) Broad range flavonoid profiling by LC/MS of soybean genotypes contrasting for resistance to Anticarsia gemmatalis (Lepidoptera: Noctuidae). PLoS ONE 13(10): e0205010. https://doi.org/10.1371/journal.pone.0205010
?. [SUPPLEMENTARY MATERIAL: Skyline Tutorial]
Note: Tutorial for analysis of mass spectra from small molecules by skyline software. Adapted from tutorial “ Skyline Small Molecule Targets” [https://skyline.ms/_webdav/home/software/Skyline/@files/tutorials/SmallMolecule-3_6.pdf] 1) Install the Skyline Package (32 or 64 bits):https://skyline.ms/wiki/home/software/Skyline/page.view?name=SkylineInstall_64_4-1&submit=false orhttps://skyline.ms/project/home/software/Skyline/begin.view 2) Generate a transition list table in accordance with the MRM parameters such as in the Table 1. 3) Open the transition list file in the OpenOffice software (Avoid language incompatibly).      Select and Copy all lines, except the column heading. 4) Open Skyline package and click in blank document 5) Proceed edit>>>>insert>>>>transition list6) Click in “columns” to edit. Select in accordance with the transition list create before. Use the mouse to dragging and to change the column order.7) Paste the transition list information. Click in check for errors8) Click in “insert”.9) Open Setting >>> transitions setting and configure to processing the raw data from the QqQ mass spectrometry10) Open Setting>>> Save Current .11) Open File>> import >> Results12) Click in Ok to import and save the Project as myprojectname. Sky13)  In the windown importResults >> click in OK!! Select and import all data from files .d, generated by LC/MS QqQ for    all    the samples.14) After the data uploading, open View >>>> retention times >>> and select ReplicateComparison15) Open View>>>> Peak Areas >>> and select replicate comparison16) Proceed a double-click in the tabs “Peak Areas” and “Retention Times” .17) Click over the retention time (RT) bar to edit and correct the selected chromatogram area that was generated       automatically. The dashed line could be moved!! Repeat for all compound and samples!!!18) Save the project.19) Open File>>> Export >> report >> select transition result >>>> OK, to export the peak areas of the all XICs as      spreadsheet file. Open this file in the OpenOffice and use the XIC area for each compounds to obtain the quantitative      information.