Tetrapetalone A, a novel lipoxygenase inhibitor from Streptomyces sp.

Tetrapetalone A (1), C26H33O7N, is a novel lipoxygenase inhibitor isolated from a culture filtrate of Streptomyces sp. USF-4727 strain. Its chemical structure was determined by its spectroscopic evidence and methylation with diazomethane. The stereochemistry was investigated by the coupling constant in H-1 NMR, NOESY data and modified Mosher's method. I possessed a tetracyclic skeleton and a beta-rhodinosyl moiety, and this is the first report of a compound with such a tetracyclic skeleton. (C) 2003 Elsevier Science Ltd. All rights reserved.