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Study On The Bioactive Constituents Of Actaea Asiatica

Posted on:2008-08-31Degree:DoctorType:Dissertation
Country:ChinaCandidate:Y S FanFull Text:PDF
GTID:1114360245990999Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Actaea asiatica Hara (Ranunculaceae) is widely distributed in the southwest and northwest of the People's Republic of China. As a Chinese folk medicine, its rhizomes is used to treat headache, sore throat, measles, pertussis, prolapse of uterus. In order to search the bioactive constituents from natural source , we began to study the chemical consitituents from A. asiatica. By column chromatography, including Silica gel, Toyopearl HW-40 and preparative HPLC, ten new cycloartane triterpene glycosides along with 28 known compounds were isolated from the EtOH extract of A. asiatica. The new compounds structure were determined by 1H NMR, 13C NMR, 2D-NMR spectra and chemical methods as follow: 2'-O-acetyl-25-anhydrocimigenol- 3-O-β-D-xylopyranoside (1),25-O-ethyl-cimigenol-3-O-β-D-xylopyranoside (2),2'-O-acetyl-25-O-ethyl-cimigenol-3-O-β-D-xylopyran-oside (3), 2'-O-acetyl-25-O- methyl-cimigenol-3-O-β-D-xylopyranoside (4),25,4′-O-diacetyl- cimigenol-3-O-β-D-xylopyranoside (5),12,3′-O-diacetyl- cimigenol-3-O-β-D-xylopyranoside (6),23(R), 24(S)-24:25-epoxy-3β,15-dihydroxy-23-O-acetyl-9,19-cyclolanostan-16-one -3-O-β-D-(2′-O-acetyl)xylopyranoside (7), 20(S),22(R),23(S), 24(R)-16β:23;22:25- diepoxy-3β,23,24-trihydroxy-9,19-cyclolanostane-3-O-β-D-(2′-O-acetyl)xylopyranoside (8),3′-O-acetylcimicifugoside(9),4′-O-acetyl-23-epi-26-deoxycimifugoside (10)。(23R, 24S)-16:23;16:24-diepoxy-15α,25-dihydroxy-9,19-cyclolanost-1-en-3-one (11) is a new natural compound. Compound 28,29 and 30 are Tetranor-cycloartane glycosides from Actaea specie for the first time, and ferulamide 35 is also a new structure type from the specie for the first time. Compound 10-38 were isolated from this plant for the first time.Our previous study showed that the EtOAc extracts revealed significant antitumor actitities, and the further research for isolated compounds were screened by cytotoxity effect with Hela and L929 cells. Compounds 12 and 15 revealed significant inhibitory effects on Hela and 12, 20, 26 revealed significant inhibitory effects on L929 cell line.
Keywords/Search Tags:Actaea asiatica, cycloartane triterpene glycosides, antitumor activity
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