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Letter

The Marinopyrroles, Antibiotics of an Unprecedented Structure Class from a Marine Streptomyces sp.

Supporting Info

Chambers C. Hughes, Alejandra Prieto-Davo, Paul R. Jensen, and William Fenical*

Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of CaliforniaSan Diego, La Jolla, California 92093-0204

Org. Lett., 2008, 10 (4), pp 629–631

DOI: 10.1021/ol702952n

Publication Date (Web): January 19, 2008

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, wfenical@ucsd.edu

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.

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Published In Issue February 21, 2008
Received December 6, 2007

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Letter

The Marinopyrroles, Antibiotics of an Unprecedented Structure Class from a Marine Streptomyces sp.

Abstract

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History

Recommend & Share

Related Content

Arenamides A−C, Cytotoxic NFκB Inhibitors from the Marine Actinomycete Salinispora arenicola

Clavatadines C−E, Guanidine Alkaloids from the Australian Sponge Suberea clavata

Structure Elucidation at the Nanomole Scale. 2. Hemi-phorboxazole A from Phorbas sp.

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