Facile synthesis, characterization, and antimicrobial studies of some disubstituted 1,2,3-triazoles with sulfonamide functionality

被引:10
|
作者
Kaushik, C. P. [1 ]
Pahwa, Ashima [1 ]
Kumar, Ashwani [2 ]
Singh, Dharmendra [3 ]
Kumar, Krishan [1 ]
机构
[1] Guru Jambheshwar Univ Sci & Technol, Dept Chem, Hisar 125001, Haryana, India
[2] Guru Jambheshwar Univ Sci & Technol, Dept Pharmaceut Sci, Hisar, Haryana, India
[3] IPCA Lab Ltd, Ctr Res & Dev, Bombay, Maharashtra, India
关键词
Antimicrobial activity; sulfonamides; 1; 4-disubstituted; 2; 3-triazoles; Huisgen; 3-dipolar cycloaddition; CLICK CHEMISTRY; DERIVATIVES; ACID; AZIDE;
D O I
10.1080/00397911.2017.1333124
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An expedient synthesis of some 1,4-disubstituted 1,2,3-triazoles (3a-3x) having sulfonamide functionality from various terminal alkynes and aromatic azides through Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition has been reported. The structures of newly synthesized compounds were confirmed by IR, H-1 NMR, C-13 NMR, high-resolution mass spectra and screened for in vitro antimicrobial activity against Staphylococcus aureus (Gram-positive bacteria), Escherichia coli, Klebsiella pneumoniae, Enterobacter aerogenes (Gram-negative bacteria), Candida albicans, and Aspergillus niger (fungi). Some of the synthesized compounds were found to exhibit good potency against above-tested microbial strains. Moreover, to study the binding interactions, docking simulation of broadly active compound 3x was also performed against E. coli dihydropteroate synthase enzyme. [GRAPHICS]
引用
收藏
页码:1485 / 1494
页数:10
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