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. 2011 Aug 5;13(15):3936-9.
doi: 10.1021/ol2014494. Epub 2011 Jul 12.

Padanamides A and B, highly modified linear tetrapeptides produced in culture by a Streptomyces sp. isolated from a marine sediment

David E Williams  1 , Doralyn S Dalisay, Brian O Patrick, Teatulohi Matainaho, Kerry Andrusiak, Raamesh Deshpande, Chad L Myers, Jeff S Piotrowski, Charles Boone, Minoru Yoshida, Raymond J Andersen
Affiliations

Padanamides A and B, highly modified linear tetrapeptides produced in culture by a Streptomyces sp. isolated from a marine sediment

David E Williams et al. Org Lett. .

Abstract

Two highly modified linear tetrapeptides, padanamides A (1) and B (2), are produced by laboratory cultures of a Streptomyces sp. obtained from a marine sediment. Padanamide B is cytotoxic to Jurkat cells, and a chemical genomics analysis using Saccharomyces cerevisiae deletion mutants suggested that padanamide A inhibits cysteine and methionine biosynthesis or that these amino acids are involved in the yeast's response to the peptide.

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Figures

Figure 1
Figure 1
Selected 2D NMR correlations observed for padanamide A (1).
Figure 2
Figure 2
ORTEP diagrams for 3 [panel A], 4 [panel B], and 5 panel C].
Scheme 1
Scheme 1
Scheme 2
Scheme 2
See this image and copyright information in PMC

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