Antimutagenic Constituents of Casimiroa edulis with Potential Cancer Chemopreventive Activity
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- 作者：Aiko Ito ; Lisa A. Shamon ; Boyang Yu ; Eugenia Mata-Greenwood ; Sang Kook Lee ; Richard B. van Breemen ; Rajendra G. Mehta ; Norman R. Farnsworth ; Harry H. S. Fong ; John M. Pezzuto ; and A. Douglas Kinghorn
- 刊名：Journal of Agricultural and Food Chemistry
- 出版年：1998
- 出版时间：September 1998
- 年：1998
- 卷：46
- 期：9
- 页码：3509 - 3516
- 全文大小：105K
- 年卷期：v.46,no.9(September 1998)
- ISSN：1520-5118
文摘
An ethyl acetate extract derived from the seeds of the medicinal and food plant Casimiroa edulisinhibited mutagenicity induced by 7,12-dimethylbenz[a]anthracene (DMBA) with Salmonellatyphimurium strain TM677. It also showed complete inhibition of DMBA-induced preneoplasticlesions with an in vitro mouse mammary gland organ culture system at a concentration of 10 
g/mL. Bioassay-guided phytochemical investigation of this extract using antimutagenicity as a monitorled to the isolation of four furocoumarins, constituted by the known compounds phellopterin (1)and isopimpinellin (2) and the novel compounds (R,S)-5-methoxy-8-[(6,7-dihydroxy-3,7-dimethyl-2-octenyl)oxy]psoralen (3) and (R,S)-8-[(6,7-dihydroxy-3,7-dimethyl-2-octenyl)oxy]psoralen (4). Fourknown alkaloids, casimiroin (5), 4-methoxy-1-methyl-2(1H)-quinolinone (6), 5-hydroxy-1-methyl-2-phenyl-4-quinolone (7), and 
-fagarine (8), and two known flavonoids, zapotin (9) and 5,6,2'-trimethoxyflavone (10), were also isolated. Of these isolates, compounds 3 and 5 showed the mostpotent antimutagenic effects in the forward mutagen assay utilizing S. typhimurium strain TM677,whereas casimiroin (5) and 5,6,2'-trimethoxyflavone (10) significantly inhibited the formation ofDMBA-induced preneoplastic lesions in mouse mammary gland organ culture.Keywords: Casimiroa edulis; Rutaceae; furocoumarins; (R,S)-5-methoxy-8-[(6,7-dihydroxy-3,7-dimethyl-2-octenyl)oxy]psoralen; (R,S)-8-[(6,7-dihydroxy-3,7-dimethyl-2-octenyl)oxy]psoralen; alkaloids; flavonoids; antimutagens; mouse mammary organ culture assay; cancer chemoprevention
g/mL. Bioassay-guided phytochemical investigation of this extract using antimutagenicity as a monitorled to the isolation of four furocoumarins, constituted by the known compounds phellopterin (1)and isopimpinellin (2) and the novel compounds (R,S)-5-methoxy-8-[(6,7-dihydroxy-3,7-dimethyl-2-octenyl)oxy]psoralen (3) and (R,S)-8-[(6,7-dihydroxy-3,7-dimethyl-2-octenyl)oxy]psoralen (4). Fourknown alkaloids, casimiroin (5), 4-methoxy-1-methyl-2(1H)-quinolinone (6), 5-hydroxy-1-methyl-2-phenyl-4-quinolone (7), and -fagarine (8), and two known flavonoids, zapotin (9) and 5,6,2'-trimethoxyflavone (10), were also isolated. Of these isolates, compounds 3 and 5 showed the mostpotent antimutagenic effects in the forward mutagen assay utilizing S. typhimurium strain TM677,whereas casimiroin (5) and 5,6,2'-trimethoxyflavone (10) significantly inhibited the formation ofDMBA-induced preneoplastic lesions in mouse mammary gland organ culture.Keywords: Casimiroa edulis; Rutaceae; furocoumarins; (R,S)-5-methoxy-8-[(6,7-dihydroxy-3,7-dimethyl-2-octenyl)oxy]psoralen; (R,S)-8-[(6,7-dihydroxy-3,7-dimethyl-2-octenyl)oxy]psoralen; alkaloids; flavonoids; antimutagens; mouse mammary organ culture assay; cancer chemoprevention