Click reaction inspired synthesis, antimicrobial evaluation and in silico docking of some pyrrole-chalcone linked 1,2,3-triazole hybrids

• A library of new pyrrole based chalcone linked 1,2,3 triazole hybrids was synthesized via click reaction. • In vitro antimicrobial evaluation of the synthesized compounds revealed good-to-moderate antimicrobial activity, with MIC values ranging from 0.0647 to 0.0127 µmol/mL. • Compound 7e with MIC of 0.0127 µmol/mL was found to be most potent against P. aeruginosa . • Molecular docking of the selected compounds against the 1KZN and 5TZ1 has been performed using iGemdock and the results supported the activity trends. The discovery of small organic molecules as new antimicrobial agents is a promising strategy for encountering the problem of multidrug-resistant microbial strains. In an attempt to identify new azole-based antimicrobials, a library of new pyrrole based chalcone linked 1,2,3-triazoles was synthesized via CuAAC reaction of pyrrole-chalcone based terminal alkynes with in situ generated organic azides. Newly synthesized hybrids were structurally characterized using IR, 1 H, & 13 C NMR and MS data. In vitro antimicrobial evaluation of the newly derived hybrids revealed their good-to-moderate antimicrobial efficacy, with MIC of 0.0647 to 0.0127 µmol/mL. Antibacterial data revealed that compound 7e is most effective towards P. aeruginosa with MIC of 0.0127 µmol/mL. Further, to understand the binding behaviour in between the protease and the compounds molecular docking of the selected compounds has been performed into the active cavity of the sterol 14-α demethylase ( PDB: 5tz1 ) and DNA Gyrase ( PDB: 1kzn ) using iGemdock. Based on the information collected through molecular docking, it is found that 5c, 6d and 7d binds with 1KZN as well as 5TZ1 more effectively than 2a, 2b and 2c .