Design, synthesis, characterization and antimicrobial evaluation of amide tagged 1,4-disubstituted 1,2,3-triazoles

A series of amide tagged 1,4-disubstituted 1,2,3-triazole has been designed and synthesized in good yield through Cu (I) catalyzed click chemistry strategy. The synthesized triazoles were characterized by various spectral techniques like FT-IR, H-1 NMR, C-13 NMR, and high-resolution mass spectrometery. The synthesized amide-tagged disubstituted triazoles were assessed for in vitro antimicrobial activity against two Gram-positive bacteria- Staphylococcus aureus, Bacillus subtilis; two Gram-negative bacteria- Escherichia coli, Klebsiella pneumonia and two fungi-Candida albicans, Aspergillus niger. Most of the synthesized compounds displayed good activity, among these, compound 6m, 4-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methoxy)benzamide and compound 6t, 2-(4-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)acetamide with MIC values 0.020 and 0.017 mmol/mL respectively revealed appreciable efficacy against tested microbial strains. Further, molecular docking study also disclosed that docked compounds 6m and 6t bound efficiently with the active site of receptor S. aureus DNA gyrase.