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合成一些新型的 3-(1-(1-取代哌啶-4-基)-1H-1,2,3-三唑-4-基)-5-取代苯基-1,2,4-恶二唑类化合物作为抗真菌剂。

Synthesis of some novel 3-(1-(1-substitutedpiperidin-4-yl)-1H-1,2,3-triazol-4-yl)-5-substituted phenyl-1,2,4-oxadiazoles as antifungal agents.

机构信息

Department of Chemical Technology, Dr Babasaheb Ambedkar Marathwada University, Aurangabad, 431004 MS, India.

出版信息

Eur J Med Chem. 2011 Apr;46(4):1040-4. doi: 10.1016/j.ejmech.2011.01.015. Epub 2011 Jan 20.

Abstract

A novel series of 3-(1-(1-substituted piperidin-4-yl)-1H-1,2,3-triazol-4-yl)-5-substituted phenyl-1,2,4-oxadiazoles bearing 1,2,3-triazole and piperidine ring has been synthesized in one step from amidoxime using Carbonyl diimidazole (CDI) and K(2)CO(3). All the synthesized compounds (4a-4r) are novel and evaluated for their in vitro antifungal activities. SAR for the series has been developed by comparing their MIC values with miconazole and fluconazole. Some of the compounds from the series like 4j was equipotent with miconazole against Cryptococcus neoformans whereas activities of compound 4m against Aspergillus niger and Aspergillus flavus were comparable to miconazole. Also compound 4r shows activity comparable to miconazole against Candida albicans, A. niger and A. flavus.

摘要

从 amidoxime 使用羰基二咪唑 (CDI) 和 K(2)CO(3) 一步合成了一系列新型的 3-(1-(1-取代哌啶-4-基)-1H-1,2,3-三唑-4-基)-5-取代苯基-1,2,4-恶二唑,其中含有 1,2,3-三唑和哌啶环。所有合成的化合物 (4a-4r) 都是新型的,并评估了它们的体外抗真菌活性。通过比较它们的 MIC 值与咪康唑和氟康唑,对该系列进行了 SAR 研究。该系列中的一些化合物,如 4j,对新型隐球菌的活性与咪康唑相当,而化合物 4m 对黑曲霉和黄曲霉的活性与咪康唑相当。此外,化合物 4r 对白色念珠菌、黑曲霉和黄曲霉的活性与咪康唑相当。

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