METABOLIC PRODUCTS OF MICROORGANISMS. 239 BACIMETHRIN ISOLATED FROM <i>STREPTOMYCES ALBUS</i> IDENTIFICATION, DERIVATIVES, SYNTHESIS AND BIOLOGICAL PROPERTIES

HANNELORE DRAUTZ; WERNER MESSERER; HANS ZÄHNER; SABINE BREIDING-MACK; AXEL ZEECK

doi:10.7164/antibiotics.40.1431

The Journal of Antibiotics

Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820

METABOLIC PRODUCTS OF MICROORGANISMS. 239

BACIMETHRIN ISOLATED FROM STREPTOMYCES ALBUS IDENTIFICATION, DERIVATIVES, SYNTHESIS AND BIOLOGICAL PROPERTIES

HANNELORE DRAUTZ, WERNER MESSERER, HANS ZÄHNER, SABINE BREIDING-MACK, AXEL ZEECK

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1987 Volume 40 Issue 10 Pages 1431-1439

DOI https://doi.org/10.7164/antibiotics.40.1431

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Abstract

Bacimethrin (1), known as a thiamine antagonist produced by Bacillus megatherium, was isolated from Streptomyces albus and has been further characterized by NMR spectra and acetylation. A new easy three step synthesis for 1 is described. The biological activity of 1, and its mode of action were discussed. There are indications that bacimethrin inhibits the phosphorylation of 4-amino-5-hydroxymethyl-2-methylpyrimidme (Pyr-OH) during thiamine biosynthesis.

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