THE PREPARATION OF ZARAGOZIC ACID A ANALOGUES BY DIRECTED BIOSYNTHESIS

T. S. CHEN; B. PETUCH; J. MACCONNELL; R. WHITE; G. DEZENY; B. ARISON; J. D. BERGSTROM; L. COLWELL; L. HUANG; R. L. MONAGHAN

doi:10.7164/antibiotics.47.1290

T. S. CHEN, B. PETUCH, J. MACCONNELL, R. WHITE, G. DEZENY, B. ARISON, J. D. BERGSTROM, L. COLWELL, L. HUANG, R. L. MONAGHAN

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JOURNAL FREE ACCESS

1994 Volume 47 Issue 11 Pages 1290-1294

DOI https://doi.org/10.7164/antibiotics.47.1290

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Abstract

Zaragozic acid A analogues are produced by an unidentified sterile fungus when it is exogenously supplied with 2-thiophenecarboxylic acid, 3-thiophenecarboxylic acid, 2-furoic acid, 2-fluorobenzoic acid, 3-fluorobenzoic acid, or 4-fluorobenzoic acid. The analogues carry 2-thiophenyl, 3-thiophenyl, 2-furyl, o-fluorophenyl, m-fluorophenyl, or p-fluorophenyl group, respectively, at C-6' of the C-1 alkyl side chain replacing the phenyl group of natural zaragozic acid A. All the new analogues of zaragozic acid A possess picomolar inhibitory activity against squalene synthase in vitro.

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