Chemical Constituents and Biological Activity of the Stem Barks of Acacia confusa

• Main Authors: Tsung-Min Sun, 孫宗民
• Other Authors: Fang-Rong Chang
• Format: Others
• Language: zh-TW
• Published: 2011
• Online Access: http://ndltd.ncl.edu.tw/handle/71642958982298641957

碩士 === 高雄醫學大學 === 天然藥物研究所 === 99 === Acacia confusa (Leguminosae), a species indigenous to Taiwan, is throughout Taiwan, very common in secondary forest and wastelands. The plant can be served as windbreaks, and the wood is suitable for making railroad crossties and charcoal. A. confusa is also a kind of Taiwanese traditional herbal medicine for blood circulation disorders. Our continuing research on bioactive metabolites from Leguminous plants led us to investigate the methanol extract from stem barks of this plant, which was active toward anti-hepatitis C virus. In this study, the MeOH extract was partitioned into four layers, H2O, n-BuOH, aq. 75% MeOH, and n-heaxane layer, respectively. Bioassay-guided fractionation of the aq. 75% MeOH layer has led to the isolation of 4 new compounds, acacinol A(1), acacinol B(2), acaciacoumarin (3), epicatechin-(4β→8,2β→O→7)-3,5,7,3'',5''- pentahydroxyflavan (23) together with 21 know compounds including, epiphyllocoumarin (4), phyllocoumarin (5), (+)-catechin (6), (-)-epicatechin (7), luteolin (8), catechin-3-α-O-rhamnopyranoside (9), quercetin-3-α-O-rhamnopyranoside (10), phloridzin (11), lyoniresinol (12), the mixture of (+)-lyoniresinol-9''-α-O-rhamnoside (13) and (-)-lyoniresinol -9''-α-O-rhamnoside (14), indole-3-carboxylic acid (15), indole-3-aldehyde (16), cucumegastigmane I (17), 3-(4-hydroxy-3-methoxyphenyl)- 1,2-propanediol(18), 1,2-dihydroxy-4-methoxybenzene (19), vanillic acid(20), isovanillic acid(21), procyanidin A1(22), procyanidin B2(24) and procyanidin B1(25). The structures of these compounds were identified by spectroscopy data and chemical methods. Pure compounds were tested for anti-HCV and cytotoxicity activities. The major compounds(6,7,9,10,13,14) show no significant activity toward anti-HCV and cytotoxicity toward HepG2, MDA-MB-231 and A549 cell lines. Compounds 11, 23, 24 showed anti-HCV activity.