Regioselective One-Pot Synthesis, Biological Activity and Molecular Docking Studies of Novel Conjugates N-(p-Aryltriazolyl)-1,5-benzodiazepin-2-ones as Potent Antibacterial and Antifungal Agents

Abstract

Novel 1,2,3-triazolo-linked-1,5-benzodiazepinones were designed and synthesized via a Cu(I)-catalyzed 1,3-dipolar alkyne-azide coupling reaction (CuAAC). The chemical structures of these compounds were confirmed by 1H NMR, 13C NMR, HMBC, HRMS, and elemental analysis. The compounds were screened for their in vitro antibacterial and antifungal activities. Several compounds exhibited good to moderate activities compared to those of established standard drugs. Furthermore, the binding interactions of these active analogs were confirmed through molecular docking.

Recent updates in click and computational chemistry for drug discovery and development

“…Copper-catalyzed 1,3-dipolar cycloaddition (CuAAC) to form 1,2,3-triazoles is the most popular reaction in click chemistry. Recently, 1,2,3-triazole backbones with hydrogen bonds, moderate dipole moments and enhanced water solubility had been widely used to generate drug candidates of anti-tumor ( Brown et al, 2022 ; Elganzory et al, 2022 ; Mohammed et al, 2022 ; Oekchuae et al, 2022 ; Oliveira et al, 2022 ; Mironov et al, 2023 ), anti-seizure ( Bhattacherjee et al, 2022 ), anti-diabetic ( Dhameja et al, 2022 ), anti-parasitic ( Aljohani et al, 2022 ), anti-bacterial ( Daher et al, 2022 ; Mokariya et al, 2022 ; Nsira et al, 2022 ) and anti-viral ( Kutkat et al, 2022 ; Tatarinov et al, 2022 ) via CuAAC click chemistry ( Figure 1A ).…”