Comparison of the fungicidal effects of thiabendazole and its 1-alkyl derivatives
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 ac...
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| Published in | Food Hygiene and Safety Science (Shokuhin Eiseigaku Zasshi) Vol. 29; no. 5; pp. 336 - 340_1 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English Japanese |
| Published |
Japanese Society for Food Hygiene and Safety
1988
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| Subjects | |
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| Abstract | 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. |
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| AbstractList | 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 1,000 mu g/ml. Thus, the antifungal activity of TBZ is affected remarkably by a substituent group at the 1-position in the structure. 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. |
| Author | Tanaka A Sunagawa M |
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| References | 3) Gordon, H. McL.: Nature 191, 1,409-1,410 (1961). 9) 河端俊治, 林敏夫, 春田三佐夫, 藤巻正生, 辺野喜正夫, 細貝祐太郎編:“食品衛生学事典”p. 236 (1984), 中央法規出版. 6) Ames, E. R., Cheney, JM., Rubin, R.: Am, J. Vet. Res. 24, 295-299 (1963). 10) Martha, W., ed.: “The Merck Index” 10th Ed. p. 9,126 (1983), MERCK & Co., Inc., N. J. 2) Cuckler, A. C.: J. Parasitol. 47, 36-37 (1961). 7) Franz, K. H.: Am. J. Trop. Med. Hyg. 12, 211-214 (1963). 8) Robinson, H. J., Stoerk, H. C., Graessle, O. E.: Toxicol. Appl. Pharmacol. 7, 53-63 (1965). 1) Brown, H. D., Matzuk, A. R. Ilves., I. R., Peterson, L. H., Harris, S. A., Sarett, L. H., Egerton, J. R., Yakstis, J. J., Campbell, W. C., Cuckler, A. C.: J. Am. Chem. Soc. 83, 1,764 (1961). 5) Cambell, W. C., Cuckler, A. C.: Proc. Soc. Exptl. Biol. Med. 110, 124-128 (1962). 4) Allen, P. H., Park, S. E., Ames, E. R., Feissig, A., Green, D. F.: J. Animal Sci. 21, 1,038 (1962). |
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| SubjectTerms | 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) |
| Title | Comparison of the fungicidal effects of thiabendazole and its 1-alkyl derivatives |
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