60(P-17) 新規二枚貝食中毒"アザスピロ酸中毒"原因毒アザスピロ酸類の構造(ポスター発表の部)

概要

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In November 1995, at least eight people in the Netherlands became ill after eating mussels (Mytilus edulis) cultivated at Killary Harbour. Ireland. We isolated the causative toxin, azaspiracid (AZA), from mussels collected 3 months after the incident and disclosed its unique structure characterized by a trispiro assembly, an unusual azaspiro ring structure fused with a 2,9-dioxabicyclo[3.3.1]nonane ring, and a carboxylic acid. In November 1997 winter toxicities of mussels recurred in Arranmore Island, Ireland. AZA was again confirmed as the major toxin in those mussels. Furthermore, we isolated four new analogs of AZA, AZA-2 to AZA-5, and determined their structures to be 8-methylazaspiracid, 22-demethylazaspiracid, 3-hydroxy-22-demethylazaspiracid and 23-hydroxy-22-demethylazaspiracid, respectively. The absolute configuration at C3 in AZA-4 was determined to be R by combining chemical derivatization and the LC/MS method. Study of the absolute configuration of the whole molecule is underway.
天然有機化合物討論会の論文
2001-09-01