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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

✍ Scribed by Takayuki Nemoto; Go Yoshino; Makoto Ojika; Youji Sakagami

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
907 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

Several C27-C30 unsaturated fatty acids have been isolated from an Australian sponge, Amphimedon sp., as human DNA topoisomerasΒ’ I inhibitors. Three of them, amphimic acids A (1)-C

(3), are unusual fatty acids possessing a cyclopropylidene group, and one is a new C30 fatty acid 4. Their structures were elucidated by spectroscopic analysis and chemical degradation. The enantioselective synthesis of I 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.

πŸ“œ SIMILAR VOLUMES

Amphimic acids, novel unsaturated C28 fa
Amphimic acids, novel unsaturated C28 fatty acids as DNA topoisomerase I inhibitors from an Australian sponge Amphimedon sp.
✍ Takayuki Nemoto; Makoto Ojika; Youji Sakagami πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 241 KB

Amphimic acids A (1) and B (2), novel unsaturated long-chain fatty acids possessing a cyclopropylidene group and inhibiting DNA topoisomerase I, have been isolated from an Australian sponge Amphimedon sp. Their structures were elucidated by spectroscopic analysis and chemical degradation. The enanti