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Org Lett. 2008 Feb 21;10(4):629-31. doi: 10.1021/ol702952n. Epub 2008 Jan 19.

The marinopyrroles, antibiotics of an unprecedented structure class from a marine Streptomyces sp.

Author information

1
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, La Jolla, California 92093-0204, USA.

Abstract

Cultivation of an obligate marine Streptomyces strain has furnished the marinopyrroles A and B, densely halogenated, axially chiral metabolites that contain an uncommon bispyrrole structure. X-ray analysis of marinopyrrole B showed that the natural product exists as an atropo-enantiomer with the M-configuration. Though configurationally stable at room temperature, M-(-)-marinopyrrole A can be racemized at elevated temperatures to yield the non-natural P-(+)-atropo-enantiomer. The marinopyrroles possess potent antibiotic activities against methicillin-resistant Staphylococcus aureus.

PMID:
18205372
PMCID:
PMC2820876
DOI:
10.1021/ol702952n
[Indexed for MEDLINE]
Free PMC Article

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