Spectroscopic and computational study of chromone derivatives with antitumor activity: detailed DFT, QTAIM and docking investigations

Abstract Theoretical investigations of three pharmaceutically active chromone derivatives, (E)-3-((2,3,5,6-tetrafluorophenyl)hydrazono)methyl)-4H-chromen-4-one (TPC), (E)-3-((2-(2,4,6-trifluorophenyl)hydrazono)methyl)-4H-chromen-4-one (FHM) and(E)-3-((2-(perfluorophenyl)hydrazono)methyl)-4H-chromen-4-one (PFH) are reported. Molecular geometries, vibrational spectra, electronic properties and molecular electrostatic potential were investigated using density functional theory. Quantum theory atoms in molecules (QTAIM) study shows that the maximum ellipticity parameters existing bonds TPC, FHM PFH, attributes to involving aromatic region points toward π-bond interactions molecules. Based on energy gap (1.870, 1.649 1.590 eV) electrophilicity index (20.233, 22.581 23.203 values we can conclude all have more biological activity. The maps calculated provide information chemical reactivity molecule also describe intermolecular interactions. All these studies including docking studies, help a lot determining activities derivatives. Activities derivatives compared with 5-fluorouracil azathioprine (antitumor, antiproliferative standards) found be higher than reference ones.