Abstract
| - A series of alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamates and S-alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamothioates with unsubstituted or monobrominated straight chain alkyl groups weresynthesized and evaluated as fungistatic agents against Gibberella zeae and Alternaria kikuchiana.These compounds showed variable antifungal activities at concentrations of 5 and 50 μg/mL. Theresults showed that antifungal activities depended on the length of the alkyl chain with the optimalchain length of 6−11 carbons. Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, hexyl ester (4) showeda strong fungistatic activity against A. kikuchiana at both concentrations, with 90.7 and 54% growthinhibition at 50 and 5 μg/mL, respectively. Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, heptylester (5); Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, octyl ester (6); and Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, undecyl ester (9) showed strong fungistatic activity against G. zeae at bothconcentrations. Their growth inhibitions against G. zeae at the concentration of 5 μg/mL were 78,63, and 59%, respectively. Keywords: Alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamates; S-alkyl N-(1,2,3-thiadiazole-4-carbonyl)carbamothioates; fungistatic; Gibberella zeae; Alternaria kikuchiana
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