## 3 Results and Discussion
### Metabolites of Mertensia stylosa and M. serrulata: LC-MS Profile
#### 3.1.2. Phenolic Compounds
Figure 3: Structures of pyrrolidine alkaloids (**1–4**) found in _Mertensia stylosa_ and _M. serrulata_. callus culture of _M. martitima_[11]. Previously, quercetin-3-O-glucose and kaempfer-3-O-rutinoside were detected in the shoots of _M. martitima_[24]. \begin{table}
\begin{tabular}{c c c c c c} \hline \hline \multirow{2}{*}{**No.**} & \multirow{2}{*}{\(\mathbf{t_{w}}\) **min**} & \multirow{2}{*}{**Compound 1** **} & \multicolumn{2}{c}{**ESI-MS, \(m/z\)**} & \multicolumn{2}{c}{**Content, mg/g of Dry Plant Weight \(\pm\) S.D. \(\lx@sectionsign\) b**} \\ \cline{3-6}  & & **[M-H]\({}^{-}\), \(m/z\)** & **MS/MS, \(m/z\)** & _M. stylosa_ & _M. serulata_ \\ \hline
5 & 8.14 & 4-O-Caffeoylquinic acid 5 & 353 & 191, 179, 135 & 1.49 \(\pm\) 0.03 & \\
6 & 8.46 & 3-O-Caffeoyl threonine acid 5 & 297 & 179, 161, 135 & & 0.90 \(\pm\) 0.02 \\
7 & 9.04 & 2-O-Caffeoyl threonine acid 5 & 297 & 179, 161, 135 & & 1.15 \(\pm\) 0.02 \\
8 & 9.58 & 4-O-Cuumoxyquinic acid 5 & 337 & 191, 173, 163 & trace \(\lx@sectionsign\) \\
9 & 10.40 & 5-O-Caffeoylquinic acid 5 & 353 & 191, 179, 135 & 43.41 \(\pm\) 0.76 & 0.81 \(\pm\) 0.02 \\
10 & 10.51 & 4-O-Feruloylquinic acid 5 & 367 & 193, 191, 149 & trace & trace \\
11 & 11.25 & 2-O-Caffeoylglycine acid 5 & 267 & 179, 161, 135 & trace & trace \\
12 & 11.46 & 3-O-Caffeoylquinic acid 5 & 353 & 191, 179, 135 & trace & trace \\
13 & 11.48 & 0-Caffeoyluterine acid 1 & 311 & 179, 161, 135 & & 4.50 \(\pm\) 0.09 \\
14 & 11.51 & 4-O-Caffeoyl threonine acid 5 & 297 & 179, 161, 135 & & 2.53 \(\pm\) 0.05 \\
15 & 11.81 & 3-O-Caffeoylglycine acid 5 & 267 & 179, 161, 135 & & trace \\
16 & 11.88 & 0-Caffeoylurate acid 1 & 311 & 179, 161, 135 & & trace \\
17 & 12.60 & 5-O-Cuumoxyquinic acid 5 & 337 & 191, 173, 163 & 1.22 \(\pm\) 0.03 & \\
18 & 13.34 & 3-O-Cuumoxyquinic acid 5 & 337 & 191, 173, 163 & trace & \\
19 & 13.47 & 5-Feruloylquinic acid 5 & 367 & 193, 191, 149 & 1.57 \(\pm\) 0.03 & trace \\
20 & 13.80 & 2-O-Caffeoylurtronic acid 5 & 281 & 179, 161, 135 & & trace \\
21 & 14.20 & 3-O-Feruloylquinic acid 5 & 367 & 193, 191, 149 & trace & trace \\
22 & 14.70 & 5-Hertylonitrile acid 5 & 311 & 179, 161, 135 & & trace \\
23 & 15.31 & Quercetin-3-O-rutinoside 6 & 609 & 463, 301 & 42.40 \(\pm\) 0.85 & 25.72 \(\pm\) 0.51 \\
24 & 15.58 & Quercetin-3-O-glucose 6  & 463 & 301 & 3.16 \(\pm\) 0.06 & & \\
25 & 15.84 & 3-D-Caffeoylquinic acid 5 & 515 & 353, 191, 173, 135 & trace & \\
26 & 16.05 & Kaempfer-3-O-rutinoside 5  & 593 & 447, 285 & 6.52 \(\pm\) 0.12 & 4.35 \(\pm\) 0.08 \\
27 & 16.19 & 3-D-O-caffeoylquinic acid 5 & 515 & 353, 191, 173, 135 & 3.54 \(\pm\) 0.07 & \\
28 & 16.23 & 4-D-Caffeoylquinic acid 5 & 515 & 353, 191, 173, 135 & trace & \\
29 & 16.46 & Kaempfer-3-O-glucose 4  & 447 & 285 & trace & \\
30 & 16.74 & & Rosmarnic acid 5  & 359 & 197, 179, 161, 135 & 12.96 \(\pm\) 0.25 & 1.94 \(\pm\) 0.04 \\  & & & Total content & & & \\  & & hydroxycinmates & & & 64.19 & 11.83 \\  & & flavonoids & & & 52.08 & 30.07 \\  & & & & & 116.27 & 41.90 \\ \hline \hline \end{tabular}
\end{table} 
Table 3: Chromatographic (\(\mathbf{t_{8}}\)), mass-spectrometric data, and content of phenolic compounds in herb of _Mertensia stylosa u M. serulata_. Figure 4: High-Performance Liquid Chromatography with Photodiode Array Detection and Electrospray Ionization Triple Quadrupole Mass Spectrometric Detection (HPLC-PDA-ESI-IQ-MS) chromatogram (Total Ion Chromatogram or TIC mode, negative ionization; (**A,C**)) or SIM-mode (**B,D**) of _Mertensia stylosa_ (**A,B**) and _M. serrulata_ extracts (**C,D**). Compounds are numbered as listed in Table 3.