Novel caprolactones from a marine streptomycete.

J Nat Prod

Institut für Organische Chemie, TU Braunschweig, Hagenring 30, 38106 Braunschweig, Germany.

Published: March 2004

Two new caprolactones, (R)-10-methyl-6-undecanolide (1) and (6R,10S)-10-methyl-6-dodecanolide (2), were identified in the lipid extract of a marine streptomycete (isolate B6007). Their structures were proposed on the basis of GC-MS experiments and proved by synthesis. The absolute configuration of the compounds was established by comparison of the natural and synthetic stereoisomers using chiral gas chromatography. These caprolactones show a moderate phytotoxicity and a promising activity against cancer cells with concomitant low general cytotoxicity.

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http://dx.doi.org/10.1021/np030321zDOI Listing

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