title: Hexacyclic monoterpenoid indole alkaloids from Rauvolfia verticillata.
abstract: Five new hexacyclic monoterpenoid indole alkaloids, rauvovertine A (1), 17-epi-rauvovertine A (2), rauvovertine B (3), 17-epi-rauvovertine B (4), and rauvovertine C (5) together with 17 known analogues were isolated from the stems of Rauvolfia verticillata. Compounds 1/2 and 3/4 were obtained as C-17 epimeric mixtures due to rapid hemiacetal tautomerism in solution. The structures of 1-5 were established by spectroscopic analysis and with the aid of molecular modeling. The new alkaloids were evaluated for their cytotoxicity in vitro against human tumor HL-60, SMMC-7721, A-549, MCF-7, and SW-480 cell lines.
authors.affiliation: BioBioPha Co., Ltd., Kunming 650201, People's Republic of China; Department of Chemical Engineering, Yibin University, Yibin 644000, People's Republic of China.
authors.forename: Yuan
authors.initials: Y
authors.lastname: Gao
authors.affiliation: BioBioPha Co., Ltd., Kunming 650201, People's Republic of China.
authors.forename: Ai-Lin
authors.initials: AL
authors.lastname: Yu
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
authors.forename: Gen-Tao
authors.initials: GT
authors.lastname: Li
authors.affiliation: BioBioPha Co., Ltd., Kunming 650201, People's Republic of China.
authors.forename: Ping
authors.initials: P
authors.lastname: Hai
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Li
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China. Electronic address: jkliu@mail.kib.ac.cn.
authors.forename: Ji-Kai
authors.initials: JK
authors.lastname: Liu
authors.affiliation: BioBioPha Co., Ltd., Kunming 650201, People's Republic of China. Electronic address: f.wang@mail.biobiopha.com.
authors.forename: Fei
authors.initials: F
authors.lastname: Wang
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification; D045744:Cell Line, Tumor; D006801:Humans; D015394:Molecular Structure; D018547:Plant Stems / Q000737:chemistry; D011926:Rauwolfia / Q000737:chemistry*; D046948:Secologanin Tryptamine Alkaloids / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D046948:Secologanin Tryptamine Alkaloids
keywords: Cytotoxicity; Monoterpenoid indole alkaloid; Rauvolfia verticillata; Rauvovertine