Design, synthesis, and antifungal activity of 3-substituted triazole derivatives
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国家自然科学基金(20772153), 上海市科委基金(09dZ1976700), 上海市重点学科资助项目(B906).Supported by the National Natural Science Foundation of China (20772153), Program of Science & Technology Committee of Shanghai Municipality (09dZ1976700), and Key Discipline Project of Shanghai Municipality (B906).

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    Abstract:

    ObjectiveTo study the in vitro antifungal activity of triazole alcohols by introduction of 1, 2, 3-triazole as the side chain.MethodsTwenty-one novel triazole alcohol compounds were designed, synthesized, and characterized by 1HNMR and MS spectra.The in vitro antifungal activities of the compounds were evaluated using eight kinds of pathogenic fungi.ResultsAll the synthesized compounds exhibited certain antifungal activities. The MIC80 value of compound 7 1-(1H-1,2,4-triazole-1-yl)-2-(2,4-difluorophenyl)-3-\[N,N-(1-substituted-benzyl-4-methylene-1H-1,2,3-triazole)\] against Candida albicans was 0.25 μg/ml, with its activity being 4 times that of fluconazole. The MIC80 value of compound Ⅵ 1-(1H-1,2,4-triazole-1-yl)-2-(2,4-difluorophenyl)-3-(N,N-dipropargyl)-2-propanols against Candida albicans was 0.015 6 μg/ml, with its activity being 64 times that of fluconazole and 4 times that of itraconazole.ConclusionThe 1,2,3-triazole can be efficiently introduced by intermolecular 1,3-dipolar cycloaddition.Large side chains may be a disadvantage for improving the antifungal activity of the title compounds.

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History
  • Received:May 27,2010
  • Revised:July 20,2010
  • Adopted:July 20,2010
  • Online: October 18,2010
  • Published:
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