Antimicrobial and in-silico evaluation of novel chalcone and amide-linked 1,4-disubstituted 1,2,3 triazoles

Design, synthesis, spectral characterization and antimicrobial evaluation of a series of twelve chalcone-containing amide linked 1,4-disubstituted 1,2,3-triazole hybrids and their alkyne precursors are reported. The triazole hybrids displayed much lower MIC values (0.0285-0.01182 mu mol/mL) compared to their chalcone-linked terminal alkyne precursors (0.8552-0.16270 mu mol/mL) against tested bacterial and fungal strains, thereby, showing synergistic antimicrobial effect by conjugating three pharmacophoric units, of chalcone, amide and 1,2,3-triazole. Docking and molecular dynamics (MD) studies further supported the antimicrobial potential of these hybrids through various binding interactions and stability of the protein-ligand complex. The drug likeness is also predicted through in silico ADME and toxicity studies.(c) 2022 Elsevier B.V. All rights reserved.

Automated summary

This study reports the design, synthesis, spectral characterization, and antimicrobial evaluation of a series of chalcone-containing amide linked 1,4-disubstituted 1,2,3-triazole hybrids and their alkyne precursors. The hybrids exhibited lower minimum inhibitory concentration (MIC) values compared to their alkyne precursors, demonstrating synergistic antimicrobial effect. Docking and molecular dynamics studies supported the antimicrobial potential of these hybrids through various binding interactions.