Efficient and simple synthesis of novel 1,2,3-triazolyl-linked benzimidazolone, molecular docking and evaluation of their antimicrobial activity

In this study, a novel series of 1,2,3-triazolyl-benzimidazolone derivatives have been synthesized by click reaction of azides with benzimidazolones2a-b. The latter compounds were prepared with excellent yields (85-97%), the structures of products were determined by spectral analysis. Then, the X-rays crystallographic analysis of compound7arevealed the self-assembling properties. The new heterocycles were evaluated for theirin vitroantimicrobial activities against Gram-positive and Gram-negative bacteria and against fungi strains. The most tested synthesized compounds showed potent antibacterial and antifungal activities against all tested strains. The compound6cwas found to be the most active, particularly, againstAspergillus nigerandPenicilliumsp. with the same MIC and MBC of 0.0625 mg/mL. Furthermore,in silicomolecular docking studies stipulated a sign of a good correlation between experimental activity and calculated binding affinity. According to the docking results, compound6dshowed minimum binding energy and can be considered as a good antimicrobial agent.