Azide-enolate 1,3-dipolar cycloaddition in the synthesis of novel triazole-based miconazole analogues as promising antifungal agents

被引：43
作者：
Gonzalez-Calderon, Davir [1 ]
Mejia-Dionicio, Maria G. [1 ]
Morales-Reza, Marco A. [1 ]
Ramirez-Villalva, Alejandra [1 ]
Morales-Rodriguez, Macario [2 ]
Jauregui-Rodriguez, Bertha [2 ]
Diaz-Torres, Eduardo [1 ]
Gonzalez-Romero, Carlos [1 ]
Fuentes-Benites, Aydee [1 ]
机构：
[1] Univ Autonoma Estado Mexico, Fac Quim, Dept Quim Organ, Paseo Colon Paseo Tollocan S-N, Toluca 50120, Estado De Mexic, Mexico
[2] Univ Autonoma Estado Mexico, Fac Quim, Dept Microbiol, Paseo Colon Paseo Tollocan S-N, Toluca 50120, Estado De Mexic, Mexico
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2016年 / 112卷
关键词：
Miconazole analogs; 1,2,3-Triazole derivatives; Antifungal activity; Azide-enolate cycloaddition; POTENTIAL ANTICANCER AGENTS; ALKYNE CLICK CHEMISTRY; MOLECULAR DOCKING; ANTIMALARIAL EVALUATION; ANTITUBERCULAR AGENTS; CONJUGATES SYNTHESIS; CANDIDA-ALBICANS; FACILE SYNTHESIS; DRUG-RESISTANCE; 1,2,3-TRIAZOLES;
D O I：
10.1016/j.ejmech.2016.02.013
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Seven miconazole analogs involving 1,4,5-tri and 1,5-disubstituted triazole moieties were synthesized by azide-enolate 1,3-dipolar cycloaddition. The antifungal activity of these compounds was evaluated in vitro against four filamentous fungi, including Aspergillus fumigatus, Trichosporon cutaneum, Rhizopus oryzae, and Mucor hiemalis as well as three species of Candida spp. as yeast specimens. These pre-clinical studies suggest that compounds 4b, 4d and 7b can be considered as drug candidates for future complementary biological studies due to their good/excellent antifungal activities. (C) 2016 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：60 / 65
页数：6
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