New Imidazole Derivatives: Synthesis, Spectroscopic Characterization, DFT, Biological Activities, and in Silico Study

Abstract

In this study, 4 new compounds containing imidazole ring and Schiff base were synthesized. The imidazole derivatives (1-4) were obtained from the condensation reaction of 3-(1H-imidazol-1-yl) propan-1-amine and 4-hydroxy benzaldehyde/4-bromo benzaldehyde/4-methoxy benzaldehyde/2,4-dichloro benzaldehyde. Structures of compounds 1-4 were characterized by Fourier transform infrared (FTIR), proton and carbon-13 nuclear magnetic resonance (H-1- and C-13-NMR) spectroscopic methods. Theoretical studies of four compounds were carried out by DFT/B3LYP/6-311++G(d,p) method. The newly synthesized compounds were tested against the enzyme acetylcholinesterase, antibacterial and leishmanicidal activities. The docking study was performed for compounds 3 and 4 with high acetylcholinesterase inhibitory activity to determine possible interactions against human acetylcholinesterase by in silico analysis.