The chemical reactivity and antimalarial investigation of crystal structure (2E)-3-(biphenyl-4-yl)-1-(4-chlorophenyl)prop-2-en-1-one and hydroxyphenyl, nitrophenyl substituted chalcone derivative molecules

Abstract

In the present study, the chlorophenyl substituted chalcone derivative molecule ((2E)-3-(biphenyl-4-yl)-1-(4-chlorophenyl) prop-2-en-1-one (BCPO)) was synthesized and characterized by spectroscopic (FT-IR, FT-Raman and UV-Vis) techniques. In addition, the molecular structures of chlorophenyl, hydroxyphenyl, nitrophenyl substituted chalcone derivative ((2E)-3-(biphenyl-4-yl)-1-(4-chlorophenyl) prop-2-en-1-one (BCPO), (2E)-3-(biphenyl-4-yl)-1-(4- hydroxyphenyl) prop-2-en-1-one (BHPO) and (2E)-3-(biphenyl-4-yl)-1-(4-nitrophenyl) prop-2-en-1-one (BNPO)) molecules were optimized. The vibration frequencies were calculated and compared with experimental spectral data of BCPO molecule. The molecular orbital occupancies were computed using highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) analyses, and time-dependent density functional theory (TDDFT) applied to calculate Ultraviolet (UV) - Visible absorbance spectra using a solvated approach. The molecular reactivity chemical behaviour of the BCPO, BHPO and BNPO compounds with their electrostatic potential charge identifications, electrophilic, and nucleophilic individual atomic reactions were performed using molecular electrostatic potential (MEP) maps, Fukui functions, and dual descriptors studies. Non-linear optical properties, intermolecular energy transfer, bonding types, and stabilization energies were performed by natural bond orbital (NBO) analysis. The molecular stabilization and intermolecular interactions of BCPO molecule were performed using Hirshfield and 2D finger plot analysis. The antimalarial activities of BCPO, BHPO and BNPO molecules were obtained using molecular docking analysis.