Synthesis and antimicrobial activity of piperazine containing substituted 1,2,3-triazoles with amide linkage

Abstract

A series of Piperazine containing substituted 1,2,3-triazoles with amide linkage have been designed and synthesized via click reaction between 1-aryl-4-(prop-2-yn-1-yl)piperazines and N-aralkyl-2-bromoacetamides. All synthesized triazoles were explicated by various spectral techniques like ¹H NMR, ¹³C NMR, Fourier transform infrared and high-resolution mass spectrometry. The synthesized compounds were screened for in vitro antimicrobial activity against different strains viz. Bacillus subtilis, Staphylococcus epidermidis, Escherichia coli, Pseudomonas aeroginosa, Candida albicans, Aspergillus niger reflecting moderate to good activity, while compound 7u displayed appreciable activity with minimum inhibitory concentration 0.0248 µmol/mL. Molecular docking studies of the potent compounds 7r and 7u were also explored. The ADME (Absorption, Distribution, Metabolism and Excretion) studies of the synthesized triazoles were also carried out to prospect drug likes properties.

Graphical Abstract

Keywords:

• Antibacterial activity
• antifungal activity
• 1,2,3-triazole
• piperazine

Acknowledgments

The authors are highly thankful to Council of Scientific and Industrial Research (CSIR), New Delhi for financial assistance in terms of JRF-SRF fellowship.