The Production of Hydroxyl and Semiquinone Free Radicals During the Autoxidation of Redox Active Flavonoids

  • William F. Hodnick
  • B. Kalyanaraman
  • Chris A. Pritsos
  • Ronald S. Pardini
Part of the Basic Life Sciences book series (BLSC, volume 49)


Catechols and other polyphenolic compounds have been shown to autoxidize and generate reactive oxygen species. A few examples of such compounds include epinephrine, 6-hydroxydopamine,2 and pyrogallol.3 We have previously reported that members of a class of polyphenolics, the flavonoids (Figure 1), behave in a similar manner. In particular four flavonoids, myricetin (3,5,7,3’,4’,5’-hexahydroxyflavone), quercetagetin (3,5,6,7,3’,4’-hexahydroxyflavone), delphinidin chloride (3,5,7,3’,4’,5’-hexahydroxyflavylium chloride) and quercetin 3,5,7,3’4’-pentahydroxy-flavone) induce cyanide-insensitive respiration in isolated beef heart mitochondrial preparations. Additionally, these compounds autoxidize in aqueous solutions at pH 7.5, as determined by measuring oxygen consumption and oxygen-dependent spectral changes. It was demonstrated that both the respiratory bursts and the autoxidation result in the production of superoxide (O2‒) and hydrogen peroxide (H2O2).4


Electron Spin Resonance Electron Spin Resonance Spectrum Electron Spin Resonance Signal Mouse Mammary Carcinoma Cell Spin Trapping Technique 
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Copyright information

© Plenum Press, New York 1988

Authors and Affiliations

  • William F. Hodnick
    • 1
  • B. Kalyanaraman
    • 1
    • 2
  • Chris A. Pritsos
    • 1
  • Ronald S. Pardini
    • 1
  1. 1.Allie M. Lee Lab for Cancer Research and the Natural Products Lab, Department of BiochemistryUniversity of Nevada-RenoRenoUSA
  2. 2.Department of Radiology, Medical College of WisconsinNational Biomedical Electron Spin Resonance CenterMilwaukeeUSA

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