Full-dimensional Molecular Dynamics Simulation of Electronic Absorption Spectra of Ethyl 1,4-Dihydro-4-Oxoquinoline-3-Carboxylate and its 6-Fluoro and 8-Nitro Derivatives in Dimethyl Sulfoxide
Ján Rimarčík *, Kraiwan Punyain, Vladimír Lukeš, Erik Klein, Anne-Marie Kelterer a, Viktor Milata, Vlasta Brezová
Faculty of Chemical and Food Technology, Slovak University of Technology,
Radlinského 9, SK-812 37 Bratislava, Slovak Republic
a Graz University of Technology, Technikerstrasse 4, A-8010 Graz, Austria
E-mail: * jan.rimarcik@stuba.sk
Abstract: A systematic and comparative theoretical study based on the DFTB+ and ZINDO methods has been performed on the set a of four recently prepared oxo-quinoline derivatives possessing a variety of biological activities. The main goal of this work was the computation of the vibrational broadening of absorption spectra using representative samples of molecular structures created by means of molecular dynamics simulations. Our simulations predicted the uniform distribution of solvent molecules over and under the plane of oxo-quinoline skeleton for all four model molecules solvated in dimethylsulfoxide. Although theoretical electronic energies of the transitions are underestimated, the shapes of the simulated absorption spectra are in good accordance with the experimental UV/Vis data. The employed technique can represent a useful and effective tool for spectra simulations and their deconvolution.
Keywords: Fluoroquinolones; Photosensitive drugs; DFTB; ZINDO; Molecular Dynamics
Full paper in Portable Document Format: acs_0065.pdf
Acta Chimica Slovaca, Vol. 3, No. 2, 2010, pp. 20—29