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Molecules 2014, 19(8), 12078-12098; doi:10.3390/molecules190812078

Fused-Ring Derivatives of Quinoxalines: Spectroscopic Characterization and Photoinduced Processes Investigated by EPR Spin Trapping Technique

1
Institute of Physical Chemistry and Chemical Physics, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, Bratislava SK-812 37, Slovak Republic
2
Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, Bratislava SK-845 38, Slovak Republic
3
Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
4
Institute of Inorganic Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, Bratislava SK-845 36, Slovak Republic
*
Author to whom correspondence should be addressed.
Received: 21 May 2014 / Revised: 5 August 2014 / Accepted: 8 August 2014 / Published: 12 August 2014
(This article belongs to the Special Issue Heterocyclic and Medicinal Chemistry)
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Abstract

10-Ethyl-7-oxo-7,10-dihydropyrido[2,3-f]quinoxaline derivatives, synthesized as promising biologically/photobiologically active compounds were characterized by UV/vis, FT-IR and fluorescent spectroscopy. Photoinduced processes of these derivatives were studied by EPR spectroscopy, monitoring in situ the generation of reactive intermediates upon UVA (λmax = 365 nm) irradiation. The formation of reactive oxygen species and further oxygen- and carbon-centered radical intermediates was detected and possible reaction routes were suggested. To quantify the investigated processes, the quantum yields of the superoxide radical anion spin-adduct and 4-oxo-2,2,6,6-tetramethylpiperidine N-oxyl generation were determined, reflecting the activation of molecular oxygen by the excited state of the quinoxaline derivative. View Full-Text
Keywords: quinoxalines; photochemistry; EPR spectroscopy; spin trapping; UV/vis; fluorescence spectroscopy quinoxalines; photochemistry; EPR spectroscopy; spin trapping; UV/vis; fluorescence spectroscopy
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Barbieriková, Z.; Dvoranová, D.; Bella, M.; Milata, V.; Czímerová, A.; Brezová, V. Fused-Ring Derivatives of Quinoxalines: Spectroscopic Characterization and Photoinduced Processes Investigated by EPR Spin Trapping Technique. Molecules 2014, 19, 12078-12098.

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