Spectroscopic, electron localization function, chemical reactivity and antihypertensive activity study on hordenine alkaloid by density functional theory approach

Abstract

In the present work, the molecular, electronic and chemical properties of phenylethylamine alkaloid hordenine (HODE) are studied using combined experimental and theoretical methods. The potential energy surface (PES) scan is carried out to identify the stable geometry of the molecule. The optimization of the molecule and vibrational wavenumbers are studied using basis set B3LYP/6-311++G(d,p) for density functional theory calculation. The FT-IR and FT-Raman spectrum of hordenine is recorded in the region 400-4000 cm-1 and 50-3500 cm-1 respectively. Detailed interpretations of the vibrational bands are executed with the help of NCA and the resulting vibrational wavenumbers are scaled by using WLS method. The hyperconjugative interaction, charge delocalization and the stability of the molecule are analyzed using NBO analysis. Reduced density gradient (RDG) analysis is employed to study the weak interactions within the molecule. Electron localization function (ELF) analysis is performed to understand the nature of the chemical bonds in HODE. The 1H and 13C NMR spectra of HODE are recorded and analyzed. UV-visible spectrum of the molecule is recorded and analyzed for the ethanol solvent. MEPS, HOMO, LUMO, global reactivity descriptors and Fukui functions are performed to study the chemical reactivity of the molecule. Hirshfeld surface analysis is performed to analyze the intermolecular interaction in crystal structure. Molecular docking studies are performed to predict the antihypertensive active site of the molecule.