Synthesis, vibrational spectroscopic investigations, molecular docking, antibacterial and antimicrobial studies of 5-ethylsulphonyl-2-(p-aminophenyl)benzoxazole

Journal Article

Alsenoy, S. Parveen S, M. A. Al-Alshaikh, C.Y. Panicker, A.A. El-Emam, M. Arisoy, O. Temiz-Arpaci, C. Van . 2016

• Publication Work Type: Research Group Project No. PRG-1436-23
• Magazine \ Newspaper: Journal of Molecular Structure (Elsevier, U.K.)
• Volume Number: 1115
• Pages: 94-104

Publication Abstract

The optimized molecular structure, vibrational wavenumbers, corresponding vibrational assignments of
5-ethylsulphonyl-2-(p-aminophenyl)benzoxazole have been investigated experimentally and theoretically
based on density functional theory. Synthesis and antibacterial and antimicrobial activities of the
title compound were reported. The FT-IR and FT-Raman spectra were recorded in solid phase and the
experimental bands were assigned and characterized on the basis of potential energy distribution. The
HOMO and LUMO energies show that the charge transfer occur within the molecule. Stability arising
from hyperconjugative interactions and charge delocalization were analysed using natural bond orbital
analysis. Binding free energy of 9.8 kcal/mol as predicted by docking studies suggests good binding
affinity and the inhibitor forms a stable complex with FAK as is evident from the ligandereceptor interactions.
The title compound possesses lower activity against Candida albicans with MIC value of 64 mg/
ml than the compared reference drugs as fluconazole and amphotericin B and possesses the same activity
with value of 64 mg/ml against Candida krusei as the reference drug, fluconazole.