期刊
CHEMICAL RECORD
卷 1, 期 3, 页码 228-242出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/tcr.1010
关键词
stereochemical assignment; ciguatoxin; maitotoxin; gambieric acid; prymnesin
Studies on ciguatera fish poisoning led to clarification of the absolute stereochemistry of ciguatoxin, gambierol, gambieric acids, and maitotoxin. Anisotropic NMR reagents and fluorometric chiral HPLC reagents were effectively used together with synthesis of partial structures. Structures of 16 ciguatoxin congeners were successfully elucidated by FAB/MS/MS using samples of 5 mug or less. Stereochemical assignments were also achieved on dinophysistoxin-1, pectenotoxins, yessotoxins, polycavernoside-A, azaspiracid, and prymnesins. The toxins possessed poly-cyclic-ether structures and originated from unicellular algae. Biological functions are briefly described. (C) 2000 The Japan Chemical journal Forum and John Wiley & Sons, Inc. Chem Rec 1:228-242, 2001.
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