Title of article :
Photoinduced processes of 3-substituted 6-fluoro-1,4-dihydro-4-oxoquinoline derivatives: A theoretical and spectroscopic study
Author/Authors :
Rimar??k، نويسنده , , J?n and Luke?، نويسنده , , Vladim?r and Klein، نويسنده , , Erik and Kelterer، نويسنده , , Anne-Marie and Milata، نويسنده , , Viktor and Vreckov?، نويسنده , , Zuzana and Brezov?، نويسنده , , Vlasta، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2010
Pages :
12
From page :
47
To page :
58
Abstract :
Presented computational study of 3-substituted 6-fluoro-1,4-dihydro-4-oxoquinoline derivatives confirmed the existence of two tautomeric (oxo- and hydroxy-) forms of these molecules originating from the presence of 4-oxo substitution on quinoline skeleton. The computed singlet excitation energies at the time-dependent density functional theory (DFT) level and the simulated absorption spectra are in accordance with the experimental UV/vis spectra measured in aprotic solvents (1,4-dioxane, acetonitrile, dimethylsulfoxide). Measured spectra indicate the solvent capability to affect the ratio of tautomeric forms in the solution. Reaction pathways of O2− and singlet oxygen (1Δg) formation and the energetics of these processes were studied using TD-DFT including the solvent effect in terms of polarizable continuum model. EPR spectroscopy confirmed that photoinduced reactions of 3-substituted 6-fluoro-1,4-dihydro-4-oxoquinoline derivatives with molecular oxygen lead to O2− and singlet oxygen (1Δg) formation.
Keywords :
ROS , TD-DFT , RI-CC2 , electron affinity , EPR , fluoroquinolones , Photosensitive drugs , Molecular oxygen , ionization potential
Journal title :
Journal of Photochemistry and Photobiology:A:Chemistry
Serial Year :
2010
Journal title :
Journal of Photochemistry and Photobiology:A:Chemistry
Record number :
1625666
Link To Document :
بازگشت