60 沖縄産海綿Ircinia sp.より単離した新規アルカロイドircinal A及びBの構造(ポスター発表の部)

概要

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During our studies on bioactive substances from Okinawan marine organisms, we have isolated two novel alkaloids, ircinals A (1) and B (2) as well as two new manzamine congeners, manzamines H (3) and J (4), from the Okinawan marine sponge Ircinia sp. The structures of 1〜4 were elucidated on the basis of extensive analyses of the spectral data including ^1H-^1H COSY, HSQC, and HMBC spectra and further confirmed by chemical conversion of ircinals A (1) and B (2) into manzamines A (5) and J (4), respectively, through Pictet-Spengler cyclization with tryptamine followed by DDQ oxidation. Manzamine alkaloids may be biosynthetically derived from the condensation of tryptamine and aldehydes such as ircinals A (1) or B (2). Ircinals A (1) and B (2) and manzamines H (3) and J (4) exhibited cytotoxicities against L1210 murine leukemia cells (IC_<50> 1.3〜2.6μg/mL) and KB human epidermoid carcinoma cells (IC_<50> 3.5〜4.8μg/mL), respectively.
天然有機化合物討論会の論文
1992-09-10