Hapalocyclamide: a novel phytotoxic hexapeptide of the cyanobacterium Hapalosiphon sp.

Tetrahedron Letters
2012.0

Abstract

Hapalocyclamide, a novel oxazole-, thiazole- and thiazoline-containing cyclic hexapeptide, was isolated from the terrestrial cyanobacterium Hapalosiphon sp., and which showed phytotoxic activity on lettuce seedling growth. The gross structure of hapalocyclamide was established from spectroscopic data and chemical degradation. The absolute stereochemistry was determined by Marfey's analysis. Hapalocyclamide was established as cyclo-thiazole-L-alanine-oxazole-D-alanine-D-thiazoline-D-phenylalanine.

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