title: Triterpenes possessing an unprecedented skeleton isolated from hydrolyzate of total saponins from Gynostemma pentaphyllum.
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).
authors.affiliation: No. 51, School of Traditional Chinese Material Medica, Shenyang Pharmaceutical University, Shenyang 110016, China.
authors.forename: Ning
authors.initials: N
authors.lastname: Li
authors.forename: Chun-Fu
authors.initials: CF
authors.lastname: Wu
authors.forename: Xin-Yue
authors.initials: XY
authors.lastname: Xu
authors.forename: Zhen-Yang
authors.initials: ZY
authors.lastname: Liu
authors.forename: Xian
authors.initials: X
authors.lastname: Li
authors.forename: Yu-Qing
authors.initials: YQ
authors.lastname: Zhao
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D002478:Cells, Cultured; D029774:Gynostemma / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy* / Q000473:pathology; D010936:Plant Extracts / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship; D012503:Saponins / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes