70(P49) 沖縄産ヤコウガイ内臓の有毒成分(ポスター発表の部)

概要

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A green turban shell Turbo marmorata collected at Okinawan coral reef is eaten the viscera, which cause intoxication, are removed. Although studies were made on toxins of the viscera and the presence of several toxins was reported, not of all those toxins have been identified. Water-soluble materials of aqueous ethanol extracts of the vicera of T. marumorata were chromatographed, using bioassay-guided (intraperitoneal mouse lethality) fractionation, and two toxic materials, turbotoxins A (1) (0.5mg; LD_<99> 1.0mg/kg) and B (2) (0.9mg; LD99 4.0mg/kg) were isolated. Their structures were determined by FABMS and 2DNMR spectra to be trimethylammonium derivatives of O-alkyldiiodetyramine as depicted in structures 1 and 2. To confirm the structures of turbotoxins A (1) and B (2), and to subject 1 and 2 to further biological examinations, 1 and 2 were synthesized (Scheme 2). The spectral data and biological activities of synthetic turbotoxins A (1) and B (2) were identical to those of natural 1 and 2, respectively, which confirmed the structures and toxicity of turbotoxins A and B. The mode of action of turbotoxins was investigated, and they were found to be inhibitors for acetylcholinesterase.
天然有機化合物討論会の論文
1999-09-01