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
Index: J. Antibiot. 47(11) , 1290-4, (1994)
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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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