Synthesis of novel beta-lactams: Antioxidant activity, acetylcholinesterase inhibition and computational studies

Fahim A. M., Farag A. M., Mermer A., BAYRAK H., Sirin Y.

JOURNAL OF MOLECULAR STRUCTURE, vol.1233, 2021 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1233
  • Publication Date: 2021
  • Doi Number: 10.1016/j.molstruc.2021.130092
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Keywords: beta-Lactams, Antioxidant activities, Acetylcholinesterase inhibition, Molecular docking, Computational studies, DENSITY-FUNCTIONAL THEORY, BIOLOGICAL EVALUATION, EQUILIBRIUM GEOMETRIES, MOLECULAR DOCKING, REACTIVITY, DFT, OPTIMIZATION, DERIVATIVES, MECHANISMS, SPECTRA
  • Karadeniz Technical University Affiliated: Yes


A convenient synthesis of some novel beta-lactam derivatives with interesting pharmacological activities was described. Some of the synthesized compounds exhibited excellent antioxidant activity and showed acetylcholinesterase inhibition. Theoretical studies were carried out on the most potent compounds 5a and 5b to compare their potential interaction with crystal structure of recombinant human acetyl cholinesterase in complex with Donepezil (PDB ID: 4EY7) and binary complex of native hAChE with Donepezil (PDBID:6O4W). The comprehensive theoretical and experimental mechanical studies of compounds 5b were compatible with its FT-IR, H-1 NMR,C-13 NMR and Mass spectral data. The optimized molecular structure and the harmonic vibrational frequencies were examined DFT/B3LYP/6-31G(d) and Hartree-Fock HF/6-31G(d) energies and the difference in bond length and energies between compounds 5a and 5b was confirmed via theoretical studies. (C) 2021 Elsevier B.V. All rights reserved.