Molecular Structure, DFT, Vibrational Spectra with Fluorescence Effect, Hirshfeld Surface, Docking Simulation and Antioxidant Activity of Thiazole Derivative

Khamees H. A., Mohammed Y. H. E., Swamynayaka A., Al-Ostoot F. H., SERT Y., Alghamdi S., ...More

CHEMISTRYSELECT, vol.4, no.15, pp.4544-4558, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 4 Issue: 15
  • Publication Date: 2019
  • Doi Number: 10.1002/slct.201900646
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.4544-4558
  • Keywords: DFT computational modelling, Docking Simulation, Energy framework, Raman Fluorescence, Thiazole, X-RAY-DIFFRACTION, CRYSTAL-STRUCTURE, OXIDATIVE STRESS, FT-RAMAN, ANTIBACTERIAL, CHEMISTRY, DNA, IR
  • Yozgat Bozok University Affiliated: Yes


2-(4-methylphenoxy)-N-(4-(4-bromophenyl) thiazol-2-yl) acetamide compound was obtained via a multistep synthesis sequence processes, which is characterized by H-1 NMR, C-13 NMR and its three-dimensional structure has been confirmed by single crystal X-ray diffraction method. The supramolecular structure of the molecule revealed the stability of crystal packing with diverse intermolecular interactions. Density functional theory calculations (DFT) at B3LYP 6-311++G(d,p) level has been used to predict the molecular geometry and were in good agreement with the experimental data. Moreover, the theoretical calculations were carried out to appraise the electronic structure, vibrational spectra, natural bond orbital analysis, molecular electrostatic potential, frontier molecular orbitals and global reactivity descriptors. Raman spectra with fluorescence effect was examined with visible and near IR excitation wavelengths. Hirshfeld surface and energy framework analysis revealed the important intermolecular contacts and interaction energies. The antioxidant activity of this synthesized compound was predicted by in silico docking study on human peroxiredoxin 5 protein. The potential antioxidant activity was investigated by 1,1-diphenyl-1-picrylhydrazyl (DPPH) free radical screening and compared with standard drug ascorbic acid.