Amphimic acids and related long-chain fatty acids as DNA topoisomerase I inhibitors from an Australian sponge, Amphimedon sp: Isolation, structure, synthesis, and biological evaluation

被引:69
作者
Nemoto, T [1 ]
Yoshino, G [1 ]
Ojika, M [1 ]
Sakagami, Y [1 ]
机构
[1] NAGOYA UNIV,GRAD SCH BIOAGR SCI,NAGOYA,AICHI 46401,JAPAN
关键词
D O I
10.1016/S0040-4020(97)10099-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several C-27-C-30 unsaturated fatty acids have been isolated from an Australian sponge, Amphimedon sp., as human DNA topoisomerase I inhibitors. Three of them, amphimic acids A (1)-C (3), are unusual fatty acids possessing a cyclopropylidene group, and one is a new C-30 fatty acid 4. Their structures were elucidated by spectroscopic analysis and chemical degradation. The enantioselective synthesis of 1 was carried out to determine the absolute configuration of amphimic acids. The inhibitory activity of DNA topoisomerase I was evaluated for these natural products and synthetic derivatives. (C) 1997 Elsevier Science Ltd.
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收藏
页码:16699 / 16710
页数:12
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