Fused-ring derivatives of quinoxalines: spectroscopic characterization and photoinduced processes investigated by EPR spin trapping technique

Molecules. 2014 Aug 12;19(8):12078-98. doi: 10.3390/molecules190812078.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Electron Spin Resonance Spectroscopy
  • Oxygen / chemistry
  • Quinoxalines / chemistry*
  • Reactive Oxygen Species / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Spin Labels
  • Spin Trapping
  • Superoxides / chemistry*
  • Ultraviolet Rays

Substances

  • Quinoxalines
  • Reactive Oxygen Species
  • Spin Labels
  • Superoxides
  • Oxygen