title: Cycloartane triterpenoids and their glycosides from the rhizomes of Cimicifuga foetida.
abstract: A phytochemical study on the rhizomes of Cimicifuga foetida resulted in the isolation of two new cycloartane triterpenoids (1 and 2), eight new cycloartane glycosides (3-10), and six known cycloartane glycoside analogues (11-16). The structures of 1-10 were determined by application of spectroscopic methods, with the absolute configuration of 1 determined by X-ray crystallography. Compounds 1-6, as three pairs of epimers at C-10 and C-24, belong to a seven-membered-ring variant of 9,10-seco-9,19-cycloartane triterpenoids, and glycosides 3-10 were found to be 3-O-β-D-xylopyranosides. The cytotoxicity of the isolates was evaluated against five selected human tumor cell lines, and the known compounds 15 and 16 showed cytotoxicity against the hepatocellular carcinoma SMMC-7721 cell line with IC50 values of 5.5 and 6.3 μM, respectively.
authors.affiliation: Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao 266003, People's Republic of China.
authors.forename: Ji-Yong
authors.initials: JY
authors.lastname: Chen
authors.forename: Ping-Lin
authors.initials: PL
authors.lastname: Li
authors.forename: Xu-Li
authors.initials: XL
authors.lastname: Tang
authors.forename: Shu-Jiang
authors.initials: SJ
authors.lastname: Wang
authors.forename: Yong-Tao
authors.initials: YT
authors.lastname: Jiang
authors.forename: Li
authors.initials: L
authors.lastname: Shen
authors.forename: Ben-Ming
authors.initials: BM
authors.lastname: Xu
authors.forename: Yong-Liang
authors.initials: YL
authors.lastname: Shao
authors.forename: Guo-Qiang
authors.initials: GQ
authors.lastname: Li
mesh_terms: D031885:Cimicifuga / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D027343:Rhizome / Q000737:chemistry; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D004365:Drugs, Chinese Herbal; D006027:Glycosides; D014315:Triterpenes; C000594556:cimifoetidanol A; C000594557:cimifoetidanol B; C085352:cycloartane