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. 2009 Nov;72(11):2076-9.
doi: 10.1021/np9005597.

Isolation and characterization of tirandamycins from a marine-derived Streptomyces sp

Jacob C Carlson  1 , Shengying Li, Douglas A Burr, David H Sherman
Affiliations

Isolation and characterization of tirandamycins from a marine-derived Streptomyces sp

Jacob C Carlson et al. J Nat Prod. 2009 Nov.

Abstract

The novel dienoyl tetramic acids tirandamycin C (1) and tirandamycin D (2) with activity against vancomycin-resistant Enterococcus faecalis were isolated from the marine environmental isolate Streptomyces sp. 307-9, which also produces the previously identified compounds tirandamycins A (3) and B (4). Spectroscopic analysis of 1 and 2 indicated structural similarity to 3 and 4, with differences only in the pattern of pendant oxygenation on the bicyclic ketal system. The isolation of these putative biosynthetic intermediates was enabled by their sequestration on an adsorbent resin during early stationary-phase fermentation.

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Figures

Figure 1
Figure 1
Tetramic acid natural products
Scheme 1
Scheme 1
Structures and putative biosynthetic scheme for secondary metabolites of the tirandamycin pathway.
See this image and copyright information in PMC

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