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

SÜLEYMANOĞLU N., ÇELİK F., USTABAŞ R., GÜLER H. İ., Şahin H., Direkel Ş., ...More

Russian Journal of Physical Chemistry A, vol.97, no.13, pp.3037-3049, 2023 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 97 Issue: 13
  • Publication Date: 2023
  • Doi Number: 10.1134/s0036024423130162
  • Journal Name: Russian Journal of Physical Chemistry A
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Aquatic Science & Fisheries Abstracts (ASFA), Chemical Abstracts Core, Compendex
  • Page Numbers: pp.3037-3049
  • Keywords: acetylcholinesterase-antibacterial-leishmanicidal activities, DFT study, imidazole, in silico study, Schiff base
  • Karadeniz Technical University Affiliated: Yes


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 (1H- and 13C-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. [Figure not available: see fulltext.].