# Chemical Constituents, Neuroprotective and Antioxidant Potential of _Klasea centauroides_ Leaves
## 3 Results
### LC-MS Profiling of K. centauroides Leaf Extract
\begin{table}
\begin{tabular}{c c c c c c} \hline \hline
**No.** & **t, min** & **Negative Ionization, \(m/z\)** & **Positive Ionization, \(m/z\)** & **Compound [Ref.]** & **IL * \\ \hline
**20** & 11.20 & 463 [M-H]- & 447 [(M+H)–H\({}_{2}\)O]+, 429 [(M+H)–2 \(\times\) H\({}_{2}\)O]+, & 2-Deoxy-20- & \\  & & & 411 [(M+H)–3 \(\times\) H\({}_{2}\)O]+ & [49; 50; 51] & \\ \hline
**21** & 12.83 & 521 [M-H]- & 561 [M+K]+, 545 [M+Na]+, 523 [M+H]+, & 20-Hydroyecdysone & \\  & & & 505 [(M+H)–H\({}_{2}\)O]+, 487 [(M+H)-2 \(\times\) H\({}_{2}\)O]+, & 3-O-acetate [49; 50; 51] & \\  & & & 469 [(M+H)–3 \(\times\) H\({}_{2}\)O]+ & [49; 50; 52] & \\ \hline
**22** & 12.97 & 447 [M-H]- & 487 [M+H]+, 471 [(M+Na)]+, 449 [(M+H)]+, & 2-Deoxy-20- & \\  & & & 431 [(M+H)–H\({}_{2}\)O]+, 413 [(M+H)–2 \(\times\) H\({}_{2}\)O]+, & hydroxyecdysone & \\  & & & 395 [(M+H)–3 \(\times\) H\({}_{2}\)O]+ & [49; 50; 51] & \\ \hline
**23** & 5.27 & 353 [M-H]-, 191, 179, 173, 135 & 355 [M+H]+ & 4-O-Caffeoyluinic acid [52] & \\ \hline
**24** & 6.03 & 353 [M-H]-, 191, 179, 135 & 355 [M+H]+ & 3-O-Caffeoyluinic acid [52] & 1 \\ \hline
**25** & 6.45 & 353 [M-H]-, 191, 165 & 355 [M+H]+ & 5-O-Caffeoyluinic acid [52] & 1 \\ \hline
**26** & 7.18 & [(M-H)-Hex]-, 285 [(M-H)-HexA]- & 625 [[M+H]+, 287 [(M+H)-Hex-HexA]+ & Luteolin -O-hexuronide-O-hexoside [53] & \\ \hline
**27** & 7.56 & 637 [M-H]-, 461 [(M-H)-HexA]-, 285 [(M-H)-HexA]- & 639 [M+H]+, 287 [(M+H)-2 \(\times\) HexA]+ & Luteolin -O-hexuronide [53] & \\  & & [(M-H)-2 \(\times\) HexA]- & 639 [M+H]+, 287 [(M+H)-2 \(\times\) HexA]+ & Luteolin -O-hexuronide [53] & 2 \\ \hline
**28** & 8.01 & 607 [M-H]-, 445 [(M-H)-Hex]-, 269 [(M-H)-Hex-HexA]- & 609 [M+H]+, 271 [(M+H)-Hex-HexA]+ & O-hexuronide-O-hexoxide [53] & 2 \\  & & HexA]- & & & \\ \hline
**29** & 8.16 & 637 [M-H]-, 475 [(M-H)-Hex]-, 299 [(M-H)-Hex-HexA]- & 639 [M+H]+, 301 [(M+H)-Hex-HexA]+ & Chrysoeriol -O-hexuronide-O-hexoxide [53] & 2 \\  & & HexA]- & & & hexoside [53] & \\ \hline
**30** & 8.49 & 621 [M-H]-, 445 [(M-H)-HexA]-, 269 [(M-H)-HexA]- & 623 [M+H]+, 287 [(M+H)-2 \(\times\) HexA]+ & Apigenin -O-hexuronide [53] & 2 \\ \hline
**31** & 8.90 & 651 [M-H]-, 475 [(M-H)-HexA]-, 299 [(M-H)-Hex-HexA]- & 653 [M+H]+, 287 [(M+H)-2 \(\times\) HexA]+ & Chrysoeriol -O-hexuronide [53] & 2 \\  & & 299 [(M-H)-2 \(\times\) HexA] & & & \\ \hline
**32** & 9.11 & 461 [M-H]-, 285 [(M-H)-GlcA]- & 463 [M+H]+, 287 [(M+H)-GlcA]+ & Luteolin -O-glucuronide [19] & 1 \\ \hline
**33** & 9.42 & 515 [M-H]-, 353, 191, 179, 173, 135 & 517 [M+H]+ & 3,4-Di-O- & \\  & & 179, 173, 135 & 517 [M+H]+ & caffeoyluinic acid [19; 52] & 1 \\ \hline
**34** & 9.78 & 515 [M-H]-, 353, 191, 179, 135 & 517 [M+H]+ & 3,5-Di-O- & \\  & & 179, 135 & 517 [M+H]+ & caffeoyluinic acid [19; 52] & 1 \\ \hline
**35** & 9.90 & 515 [M-H]-, 353, 191, 179, 135 & 517 [M+H]+ & caffeoyluinic acid [19; 52] & 1 \\  & & 179, 173, 135 & 517 [M+H]+ & caffeoyluinic acid [19; 52] & 1 \\ \hline
**36** & 10.14 & 445 [M-H]-, 269 [(M-H)-GlcA]- & 447 [M+H]+, 271 [(M+H)-GlcA]+ & Apigenin -O-glucuronide [19] & 1 \\ \hline
**37** & 10.48 & 477 [M-H]-, 301 [(M-H)-GlcA]- & 479 [M+H]+, 303 [(M+H)-GlcA]+ & Chrysoeriol -O-glucuronide [19] & 1 \\ \hline \hline \end{tabular}
\end{table} 
Table 1: _Cont._Four phenol glucosides were found in the SPE-1 fraction, including the known compounds of arbutin (hydroquinone \(O\)-glucoside, 1) typical for _Klasea_ plants [55] and the new _Klasea_ chemical methyl arbutin (**2**) previously found in Ericaceae plants [56]. Tentative identification was achieved for two phenols in the mass spectrum by the deprotonated ion at \(m/z\) 255; they were phenol \(O\)-hexoside (**3**), whose analog phenyl glucoside was isolated from _Gymndenia conposea_ (L.) R.Br. (Orchidaceae) [57], and hydroquinone \(O\)-desoxyhexoside (**4**); both compounds were unknown for the Asteraceae family. Ecdysteroids have specific mass-spectrometric patterns that have been described many times [58] and corresponded to the known _K.