9 三種の本邦産ソフトコーラルのセンブラノイドジテルプン

概要

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Twelve cembranoid diterpenes (1-12) have been isolated from three Japanese soft corals, Sinularia mayi, Sarcophyton elegans and Lobophytum hedleyi. The structures were elucidated from spectro-scopic measurements and chemical evidence. Among five compounds (1-5) obtained from S. mayi, the isolation of cembrene (1) has not been reported to date from marine sources. Compound 2 was a new simple cembrene derivative. Compound 3 was confirmed to have the same structure as a synthetic intermediate of cembrene-A (13). Another new compound 5 with trans-fused γ-lactone was a stereoisomer of a co-occurred cembranolide (4) which was also isolated from Lobophytum michaelae from Great Barrier Reef. S. elegans contained five compounds (6-10). The stereo and absolute structure of 6 which have so far been found in S. glaucum from Red Sea was determined through the present work. The structures of compound 7 and 8 were deduced by chemical correlation with 6. Compound 9 was a new polyfunctional cembranoid with ketone, dienoic ester and α,β-unsaturated γ-lactone moieties, whose structure was established by correlation with emblide. Compound 10 was assigned to the prototype type structure of 9 by spectroscopic comparison between 9 and 10, and their derivative 22-25. Two new compounds, 11 and 12, isolated from L. hedleyi, were the first carboxylic acid cembranolides from marine sources.
天然有機化合物討論会の論文
1981-09-10