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


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.

SUBMITTER: Carlson JC 

PROVIDER: S-EPMC2873692 | biostudies-literature | 2009 Nov

REPOSITORIES: biostudies-literature

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

Carlson Jacob C JC   Li Shengying S   Burr Douglas A DA   Sherman David H DH  

Journal of natural products 20091101 11


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 putati  ...[more]

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