Investigation of structural, spectral, electronic, and biological properties of 1,3-disubstituted benzimidazole derivatives

AKKOÇ S., TÜZÜN B., İLHAN İ. Ö. , AKKURT M.

Journal of Molecular Structure, vol.1219, 2020 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1219
  • Publication Date: 2020
  • Doi Number: 10.1016/j.molstruc.2020.128582
  • Title of Journal : Journal of Molecular Structure
  • Keywords: Benzimidazolium salt, X-ray, DFT, Molecular docking, Spectroscopic properties, HETEROCYCLIC CARBENE COMPLEXES, CORROSION-INHIBITORS, CATALYTIC-ACTIVITIES, ARYLATION, PURIFICATION, POTENTIALS, SIMULATION, AFFINITY, DOCKING, SILVER

Abstract

This article reports studies on benzimidazole based heterocyclic compounds (S3 -S5). X-ray diffraction technique was applied to study the structure of (C23H19N4O2)(+).Br-.H2O, namely 1-[(2-cyanophenyl) methyl]-3-[2-(4-nitrophenyl)ethyl]-1H-benzimidazol-3-ium bromide monohydrate (S3). The molecules are linked by C-H/Br hydrogen bonds in the crystal and there are pi-pi stacking interactions between the centroids of the benzene ring in the benzimidazole nucleus. The theoretical, and chemical data of S3-S5 were compared with experimental calculations via NMR, IR, and UV-Vis spectra of the molecules. Afterwards, the biological activities of the molecules were compared against colon cancer antigen pro-teins, ID 2HQ6, and a breast cancer protein, which is a crystal structure of a dimeric caspase-9, ID 2AR9. Experimental and theoretical studies have shown that the biological activity of the molecule S5 is higher than that of other molecules. (C) 2020 Elsevier B.V. All rights reserved.