Quantum Chemical Calculation and in-Silico Α-Amylaze Inhibitory Prediction of <i>p</i>-Benzyloxy-based Prop-2-En-1-One

Abstract

A chalcone namely (E)-3-(4-(benzyloxy)phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one (4BPMP) has prepared from 4-benzyloxy benzaldehyde and 4-methoxyacetphenone by microwave method and the yield has obtained as higher. The IR and NMR spectra are recorded, and from these spectra, the functionality and α and β-protons/carbons are observed including the carbonyl group. The computational calculations for the title compound were carried out using the density functional theory (DFT) method with B3LYP (Becke's three-parameter exchange functional with the Lee-Yang-Parr) hybrid functional and 6-311++G(d,p) basis set. The structural parameters like bond lengths, bond angles, and dihedral angles were obtained from the optimized molecular geometry and discussed. The quantum chemical calculations showed that the 4BPMP molecule has a non-planar structure and possesses C1 point group symmetry. The frontier molecular orbital, molecular electrostatic surface potential, and global chemical reactivity parameters for the title molecule in the gas phase were reported and discussed. Based on the results, the synthesized molecule possesses good chemical strength and kinetic stability. The hyperpolarizability is greater than urea and pointed as a good NLO (Non-Linear Optical) material. Further, the α-amylase inhibitory behavior has been studied by docking method of the title compound with respective enzyme (pdb id : 1hny) and the results are well docked.