Comparison of the fungicidal effects of thiabendazole and its 1-alkyl derivatives

• Published in: Food Hygiene and Safety Science (Shokuhin Eiseigaku Zasshi) Vol. 29; no. 5; pp. 336 - 340_1
• Main Authors: TANAKA, Akio, SUNAGAWA, Makoto
• Format: Journal Article
• Language: English; Japanese
• Published: Japanese Society for Food Hygiene and Safety 1988
• Subjects: 1-alkyl-TBZ; antifungal activity test; Aspergillus; Chaetomium globosum; compose heterocyclique; compuestos hetericiclicos; fongicide; fungicidas; fungicide; fungicides; Fusarium graminearum; heterocyclic compounds; Penicillium; Rhizopus; thiabendazole (TBZ)
• ISSN: 0015-6426; 1882-1006
• DOI: 10.3358/shokueishi.29.336

As a part of a study of the structure-activity relationship of thiabendazole (TBZ), the inhibitory effects of TBZ and 1-alkyl-TBZs (1-methyl-TBZ, 1-ethyl-TBZ, 1-propyl-TBZ and 1-butyl-TBZ) on the growth of nine species of food-borne fungi were examined. TBZ was shown to have remarkable antifungal activity, but when the 1-position of TBZ was substituted with an alkyl group (methyl, ethyl, propyl or butyl), the inhibitory effects significantly decreased in the order of 1-butyl-TBZ, 1-propyl-TBZ, 1-ethyl-TBZ and 1-methyl-TBZ. In particular, 1-methyl-TBZ did not show any inhibitory effect on any of the tested fungi even at the concentration of 1, 000μg/ml. Thus, the antifungal activity of TBZ is affected remarkably by a substituent group at the 1-position in the structure.