Phthalimide/Naphthalimide containing 1,2,3-triazole hybrids: Synthesis and Antimicrobial Evaluation

A series of twenty-eight Phthalimide/Naphthalimide containing 1,2,3-triazole hybrids (6a-6z 2 ) have been synthesized based on hybrid pharmacophore concept through Click reaction of terminal alkynes (3a-3d) with aromatic azides (5a-5 g ) . All the synthesized Phthalimide/Naphthalimide containing 1,2,3-triazole hybrids were characterized utilizing various spectral techniques like 1D, 2D NMR, FTIR and HRMS. Fur-ther, the structure of synthesized compound 6b (CCDC 2,192,005 ) was also confirmed by Single Crystal X-ray Crystallography. Additionally, In vitro antimicrobial activity of the synthesized hybrids were per-formed against two Gram positive bacterial strains and two Gram negative bacterial strains as well as two parasitic strains by serial dilution technique. The compound 6e (MIC 0.0179 mu mol/mL) demonstrated excellent antimicrobial potency due to presence of nitro group on phenyl ring against all tested strains. The binding conformation of the most potent Phthalimide/Naphthalimide containing 1,2,3-triazole hybrid 6e with E. coli topoisomerase II DNA gyrase B was ascertained by molecular docking studies.(c) 2022 Elsevier B.V. All rights reserved.