Synthesis, characterisation,
DFT and biological evaluation of 4-(1-ethylbenzimidazol-2-yl)-2-(arylamino)thiazoles
Harsha J., Abbs Fen Reji T.F. and Anashafer R.L.
Res. J. Chem. Environ.; Vol. 28(8); 32-42;
doi: https://doi.org/10.25303/288rjce032042; (2024)
Abstract
The compounds 4-(1-ethylbenzimidazol-2-yl)-2-(arylamino)thiazoles were expected
to have many biological activities and were synthesized from 1,2-diaminobenzene
and lactic acid. The synthesized compounds are characterised by FT-IR, 1H NMR and
mass spectroscopy. Thiazole moiety present in the compounds was found to possess
anticancer, anti-HIV activities. Theoretical information on the optimized geometry,
vibrational frequencies and atomic charges in the ground state were determined by
means of density functional theory (DFT) using standard B3LYP/6-31G basis set with
Gaussian ’09 software. Mulliken population analysis was performed on the atomic
charges and the HOMO-LUMO energies were calculated.
From the HOMO-LUMO energy gap, we know that the charge transfer occurs within the
molecule. Docking studies are also done by using PyRx and are visualized by PyMoL
software. By 2, 2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging method,
anti-oxidant activity of the synthesized compounds was evaluated. In vitro cytotoxic
activity of the compounds against A549 cell lines was evaluated by MTT assay.
