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一些新型 1,2,4-三唑基巯基乙酰基硫代缩氨基脲和 1,2,4-三唑基巯甲基-1,3,4-噻二唑类似物的合成、结构和抗真菌评价。

Synthesis, structure, and antifungal evaluation of some novel 1,2,4-triazolylmercaptoacetylthiosemicarbazide and 1,2,4-triazolylmercaptomethyl-1,3,4-thiadiazole analogs.

机构信息

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul, Turkey.

出版信息

J Enzyme Inhib Med Chem. 2010 Feb;25(1):126-31. doi: 10.3109/14756360903040439.

Abstract

Novel 1-[[4-(4-bromophenyl)-5-(2-furyl)-4H-1,2,4-triazole-3-yl]mercaptoacetyl]-4-alkyl/aryl-3-thiosemicarbazides (5-12) were synthesized by the reaction of 4-(4-bromophenyl)-5-(2-furyl)-4H-1,2,4-triazole-3-ylmercaptoacetylhydrazide (4) with substituted isothiocyanates. Cyclodehydration of thiosemicarbazides with concentrated sulfuric acid yielded 2-[4-(4-bromophenyl)-5-(2-furyl)-4H-1,2,4-triazole-3-yl]mercaptomethyl-5-alkyl/arylamino-1,3, 4-thiadiazoles (13-17). The new compounds were evaluated for in vitro antifungal activity using the microdilution method. The tested compounds showed varying degrees of activity against Microsporum gypseum NCPF-580, Microsporum canis, Trichophyton mentagrophytes, Trichophyton rubrum, and Candida albicans ATCC 10231 (MIC 8-4 microg/mL).

摘要

新型 1-[[4-(4-溴苯基)-5-(2-呋喃基)-4H-1,2,4-三唑-3-基]巯基乙酰基]-4-烷基/芳基-3-硫代缩氨基脲(5-12)是通过 4-(4-溴苯基)-5-(2-呋喃基)-4H-1,2,4-三唑-3-基巯基乙酰基腙(4)与取代异硫氰酸酯反应合成的。硫代缩氨基脲与浓硫酸环脱水生成 2-[4-(4-溴苯基)-5-(2-呋喃基)-4H-1,2,4-三唑-3-基]巯基甲基-5-烷基/芳基氨基-1,3,4-噻二唑(13-17)。使用微量稀释法评估了新化合物的体外抗真菌活性。测试的化合物对石膏样小孢子菌 NCPF-580、犬小孢子菌、须癣毛癣菌、红色毛癣菌和白色念珠菌 ATCC 10231 显示出不同程度的活性(MIC 8-4 μg/mL)。

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