Cremeomycin, a Novel Cytotoxic Antibiotic from Streptomyces cremeus. Structure Elucidation and Biological Activity.

The Journal of Antibiotics
1995.0

Abstract

Although several antitumor diazo ketones have been isolated from natural sources, they have all been modified a-amino acids: 6-diazo-5~oxo-L-norleucine (2, DON),1* azaserine (3),2) alazopeptin (4, L-Ala-DON-DON),3) duazomycin A (5, 7V-acetyl DON),4) 7V-(L-Alanyl)azaserine (6),5) and O-[(37?)-2-diazo-3-hydroxybutyryl]-Lserine (7, thrazarine).6'7) Other diazo compounds recently reported include lagunamycin (8), a 5-lipoxygenase inhibitor from Streptomyces sp. AA0310,8) and the kinamycins A ~ D (9), antibiotics originally isolated from Streptomyces murayamaensis.9'10) We report here the structure of cremeomycin (1), which shares the diazoketone functionality and cytotoxicity, but represents a completely novel structure in this class of compounds.

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