Relative stereochemistry of pinnatoxin A, a potent shellfish poison from Pinna muricata

Pinnatoxin A, the principal toxin isolated from Pinna muricata, is a novel amphoteric macrocyclic compound composed of a 6,7-spiro ring, a 5,6-bicyclo ring and a 6,5,6-trispiroketal ring involving 14 chiral centers. The relative stereochemistry was deduced based on detailed analysis of NOESY and ROE...

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Published in:Tetrahedron letters 1996-06, Vol.37 (23), p.4023-4026
Main Authors: Chou, Tong, Osamu, Kamo, Uemura, Daisuke
Format: Article
Language:English
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Summary:Pinnatoxin A, the principal toxin isolated from Pinna muricata, is a novel amphoteric macrocyclic compound composed of a 6,7-spiro ring, a 5,6-bicyclo ring and a 6,5,6-trispiroketal ring involving 14 chiral centers. The relative stereochemistry was deduced based on detailed analysis of NOESY and ROESY data, and 3 J HH coupling constants. The relative stereochemistry of pinnatoxin A ( 1), the principal toxin isolated from Pinna muricata, was deduced based on detailed analysis of NOESY and ROESY data, and 3 J HH coupling constants.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(96)00752-6