title: Characterization of chlorinated valepotriates from Valeriana jatamansi.
abstract: HPLC-PDA-MS and TLC analysis were used to look for minor cytotoxic chlorinated valepotriates from whole plants of Valeriana jatamansi (syn. Valeriana wallichii DC.). This resulted in isolation of 15 chlorinated valepotriates, designated as chlorovaltrates A-O, together with six known analogues, (1S,3R,5R,7S,8S,9S)-3,8-epoxy-1,5-dihydroxyvalechlorine, volvaltrate B, chlorovaltrate, rupesin B, (1S,3R,5R,7S,8S,9S)-3,8-epoxy-1-O-ethyl-5-hydroxyvalechlorine, and (1R,3R,5R,7S,8S,9S)-3,8-epoxy-1-O-ethyl-5-hydroxyvalechlorine. Their structures were elucidated by spectroscopic methods including homo- and heteronuclear two-dimensional NMR experiments. Chlorovaltrates K-N, chlorovaltrate and rupesin B showed moderate cytotoxicity against lung adenocarcinoma (A 549), metastatic prostate cancer (PC-3M), colon cancer (HCT-8) and hepatoma (Bel 7402) cell lines with IC₅₀ values of 0.89-9.76 μM.
authors.affiliation: Department of Natural Product Chemistry, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, People's Republic of China.
authors.forename: Sheng
authors.initials: S
authors.lastname: Lin
authors.forename: Zhong-Xiao
authors.initials: ZX
authors.lastname: Zhang
authors.forename: Tao
authors.initials: T
authors.lastname: Chen
authors.forename: Ji
authors.initials: J
authors.lastname: Ye
authors.forename: Wei-Xing
authors.initials: WX
authors.lastname: Dai
authors.forename: Lei
authors.initials: L
authors.lastname: Shan
authors.forename: Juan
authors.initials: J
authors.lastname: Su
authors.forename: Yun-Heng
authors.initials: YH
authors.lastname: Shen
authors.forename: Hui-Liang
authors.initials: HL
authors.lastname: Li
authors.forename: Run-Hui
authors.initials: RH
authors.lastname: Liu
authors.forename: Xi-ke
authors.initials: XK
authors.lastname: Xu
authors.forename: Hui
authors.initials: H
authors.lastname: Wang
authors.forename: Wei-dong
authors.initials: WD
authors.lastname: Zhang
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D006801:Humans; D039823:Iridoids / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D014632:Valerian / Q000737:chemistry*
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D039823:Iridoids