New quinolone derivative: Spectroscopic characterization and reactivity study by DFT and MD approaches

Abstract

© 2017 Elsevier B.V. The spectral characterization of ethyl-4-hydroxy-2-oxo-1, 2-dihydroquinoline-3-carboxylate (EHODQ3C) was performed by FT-IR and FT-Raman spectroscopic techniques and density functional theory computations have been carried using B3LYP/6–311++G(d,p) method. On the basis of potential energy distribution the vibrational assignments of the wavenumbers were proposed. Splitting of the N[sbnd]H stretching mode and downshifted from the computed value which indicates the weakening of the N[sbnd]H bond. NBO analysis was performed to study donor acceptor interactions. DFT calculations and molecular dynamics (MD) simulations have been combined in order to investigate fundamental reactive properties of the title molecule. To determine important reactive molecule sites we have calculated average local ionization energies (ALIE) and Fukui functions. Sensitivity towards autoxidation mechanism has been investigated by calculation of bond dissociation energies, while stability of title molecule in water has been investigated by calculation of radial distribution functions (RDF) after (MD) simulations. EHODQ3C exhibits inhibitory activity against ACP reductase and appears to be highly selective.