Synthesis, characterization, electronic structure, vibrational assignment, HOMO-LUMO, Mulliken charge analysis, docking, antioxidant and anticancer studies of (1-methyl)-2-(2-arylaminothiazol-4-yl)benzimidazole

Abstract

The compound (1-methyl)-2-(2-arylaminothiazol-4-yl)benzimidazole has been characterized by IR spectra. The theoretical calculations of the mentioned compound have been carried out using the more popular density functional theory method, Beck’s-3-parameter-Lee Yang Parr (B3LYP) in 6-31G basic set. Optimized geometries of the molecule have been described and collated with the experimental values. The experimental atomic charges demonstrate adequate concurrence with the theoretical prediction from DFT. Theoretical spectral values have been interpreted and compared with FT-IR spectra. The IR spectra are obtained and assigned by vibrational analysis. The Mulliken population analysis on atomic charges has been computed using DFT calculation. A correlation between the theoretical and the experimental spectra has been achieved. The calculated HOMO and LUMO energy gaps also confirm that charge transfer occurs within the molecule. The compound C2 has highest activity against Hep-C cell line. Five membered heterocyclic moieties have been proved to posses strong biological activities. Hence a series of noval benzimidazolyl thiazoles have been synthesized by multi-step reaction from 2-acetyl benzimidazole and hydroxylamine hydrochloride as starting materials and structure characterized by NMR and mass spectroscopy. The antioxidant activities of the derivatives have been determined by DPPH scavenging assay. The synthesized compounds show remarkable antioxidant activity. They show excellent anticancer activity.