Triterpenes possessing an unprecedented skeleton isolated from hydrolyzate of total saponins from Gynostemma pentaphyllum

European Journal of Medicinal Chemistry
Ning LiYu-Qing Zhao

Abstract

Five novel triterpenes were isolated from hydrolyzate of total saponins from Gynostemma pentaphyllum and identified as gypensapogenin A (1), gypensapogenin B (2), gypensapogenin C (3), 3-O-β-d-glucopyranosyl-gypensapogenin D (4) and gypensapogenin D (5), two of which (1 and 2) possess unprecedented ring A. The cyclization of the side chains-3 formed five-membered cyclic ketone rings similar to ring E in 1. The 21-oic acid-21, 23-lactone was present in the side chains of 4 and 5. We also proposed the possible formation mechanisms of compounds 1-3. Compounds 1-5 were evaluated for cytotoxic activities in three cell lines including A549, U87 and Hep3B and compound 3 showed significant activities toward A549 and U87 human cancer cells (with IC 50 values at 0.11 and 0.58 μm respectively).

References

Jan 10, 2009·Lung Cancer : Journal of the International Association for the Study of Lung Cancer·Wei WangRuiwen Zhang
Oct 20, 2011·Natural Product Research·Lin ShiYu-Qing Zhao

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Citations

Nov 18, 2014·Expert Opinion on Therapeutic Patents·Simone Carradori, Jacobus P Petzer
Jun 24, 2015·Bioorganic & Medicinal Chemistry Letters·Xiao-Shu ZhangYu-Qing Zhao
May 4, 2017·Journal of Asian Natural Products Research·Lin ShiMing-Xiao Hou
Jun 6, 2013·Natural Product Reports·Robert A Hill, Joseph D Connolly
Nov 14, 2020·Journal of Ethnopharmacology·Ngoc-Hieu NguyenWon Keun Oh

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