Synthesis, Quantum Computational Analysis and Molecular Docking of 3-(2-Hydroxyphenyl)-1-Phenyl Propanone: A Combined Experimental and Theoretical Analysis

Abstract

The newly synthesized 3-(2-Hydroxyphenyl)-1-phenyl propenone was analyzed. In this work, optimization of the 3-(2-hydroxyphenyl)-1-phenyl propanone was carried out with DFT using B3LYP method utilizing 6-311++G(d,p) basis set. The structure parameters of the compounds as molecular geometry, bond lengths, bond angles, atomic charge, and HOMO-LUMO energy gap have been investigated and compound with the reported experimental results. The donor and acceptor interactions in 3-(2-Hydroxyphenyl)-1-phenyl propenone were investigated using natural bond orbital (NBO) analysis. By matching the obtained UV-Vis spectra to the time-dependent (TD)-DFT analysis, the energies of band gap, absorption wavelength, and oscillatory strength of 3-(2-Hydroxyphenyl)-1-phenyl propenone were found. Density of states for total (TDOS), partial (PDOS), and also overlap population (OPDOS) analysis were obtained. Molecular electrostatic potential (MEP) provides the information on the electrophilic, nucleophilic, and free radical prone reactive sites of the molecule. Non-linear optical features were demonstrated from the first-order hyperpolarizability. Based on the above results the 3-(2-Hydroxyphenyl)-1-phenyl propenone compound was investigated for further biological investigation. TD-DFT analysis was also performed to calculate energies, oscillator strength of electronic singlet-singlet transitions, and the absorption wavelengths. The Molecular docking (ligand-protein) simulations have been performed using the Auto Dock version 4.2.6.

Keywords:

• DFT
• FT-IR
• FT-Raman
• MEP
• NBO
• Molecular docking

Disclosure statement

No potential conflict of interest was reported by the authors.