109(P61) 海洋生物由来の新規DNAトポイソメラーゼI阻害物質に関する化学的研究(ポスター発表の部)

概要

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DNA topoisomerase I (topo I) is a nuclear enzyme which controls the topological state of DNA and is recognized as a target for anticancer drugs. In the course of our study on new topo I inhibitors of marine origin, several active lipids were isolated from an Australian sponge Amphimedon sp. and the Japanese Bryozoa Watersipora cucullata. From the hexane soluble portion of Amphimedon sp. C_<27>-C_<30> long chain fatty acids 1-8 were isolated. Among them amphimic acids A(1)-C(3) are unusual fatty acids that contain a cyclopropylidene moiety. The structures of these fatty acids were determined by spectroscopic methods (NMR, IR, HRFABMS, linked scan MS/MS etc.) and GC-MS analysis of ozonolysis products. The enantioselective synthesis of 1 was carried out to determine the absolute configuration. On the other hand, from the butanol soluble portion of W. cucullata novel ceramide 1-sulfates 22 and 23 were isolated as potent topo I inhibitors. The gross structures were determined by spectroscopic analysis, and their absolute stereochemistry was elucidated from the optical data ([α]_D, CD) of degradation products.
天然有機化合物討論会の論文
1997-07-20