Radical Chemistry of Flavonoid Antioxidants

  • Wolf Bors
  • Werner Heller
  • Christa Michel
  • Manfred Saran
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 264)


Flavonoid aglycones, members of an ubiquitous class of plant phenols, have often been proposed to act as antioxidants.1,2 More recently this activity has been specifically attributed to their radical-scavenging capabilities.3–8 Compounds of various structural features have already been tested,4,7,9,10 but only qualitative conclusions could be drawn.


Electron Delocalization Alkaline Aqueous Solution Hydroxyl Radical Scavenge Activity Flavonoid Aglycone Transient Spectrum 
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  1. 1.
    J. Kuehnau, The flavonoids. A class of semi-essential food components: their role in human nutrition, Wld. Rev. Nutr. Diet. 24:117 (1976).Google Scholar
  2. 2.
    L.R. Dugan, Natural antioxidants, in: “Autoxidation in Food and Biolo gical Systems,” M.G. Simic, M. Karel, eds., Plenum Press, New York, p.261 (1980).Google Scholar
  3. 3.
    J. Baumann, G. Wurm, and F. von Bruchhausen, Hemmung der Prostaglan-dinsynthetase durch Flavonoide und Phenolderivate im Vergleich mit deren Superoxid-Radikalfängereigenschaften, Arch. Pharm. 313:330 (1980).CrossRefGoogle Scholar
  4. 4.
    M. Damon, F. Michel, C. Le Doucen, and A. Crastes de Paulet, Action des flavonoides sur la liberation des espèces oxygénéés hautement réactives par les polymorphonucléaires. Etude par chimioluminescence, Bull. Liaison -Grp. Polyphenols 13:569 (1986).Google Scholar
  5. 5.
    J. Torel, J. Cillard, and P. Cillard, Antioxidative activity of flavonoids and reactivity with peroxy radicals, Phytochemistry 25:383 (1986).CrossRefGoogle Scholar
  6. 6.
    S.R. Husain, J. Cillard, and P. Cillard, Hydroxyl radical scavenging activity of flavonoids, Phytochemistry 26:2489 (1987).CrossRefGoogle Scholar
  7. 7.
    U. Takahama, Oxidation products of kaempferol by Superoxide anion radical, Plant Cell Physiol. 28:953 (1987).Google Scholar
  8. 8.
    J. Robak, and R.J. Gryglewski, Flavonoids are scavengers of super-oxide anions, Biochem. Pharmacol. 37:837 (1988).PubMedCrossRefGoogle Scholar
  9. 9.
    B.J.F. Hudson, and J.I. Lewis, Polyhydroxy flavonoid antioxidants for edible oils. Structural criteria for acvtivity, Food Chem. 10:47 (1983).CrossRefGoogle Scholar
  10. 10.
    A.K. Ratty, and N.P. Das, Effects of flavonoids on non-enzymatic lipid peroxidation: structure-activity relationship, Biochem. Med. Metab. Biol. 39:69 (1988).PubMedCrossRefGoogle Scholar
  11. 11.
    W. Bors, and M. Saran, Radical scavenging by flavonoid antioxidants, Free Rad. Res. Comm. 2:289 (1987).CrossRefGoogle Scholar
  12. 12.
    M. Erben-Russ, C. Michel, W. Bors, and M. Saran, Absolute rate constants for alkoxyl radical reactions in aqueous solution, J. Phys. Chem. 91:2362 (1987).CrossRefGoogle Scholar
  13. 13.
    M. Erben-Russ, W. Bors, and M. Saran, Reactions of linoleic acid peroxyl radicals with phenolic antioxidants: a pulse radiolysis study, Int. J. Radiat. Biol. 52:393 (1987).CrossRefGoogle Scholar
  14. 14.
    W. Bors, W. Heller, C. Michel, and M. Saran, in: “Oxygen Radicals in Biological Systems,” Meth. Enzymol., L. Packer, A.N. Glazer, eds., Academic Press, Orlando, FL, in press (1989).Google Scholar
  15. 15.
    W. Heller, P. Andermatt, W.A. Schaad, and C. Tamm, Homoisoflavanone. IV. Neue Inhaltsstoffe der Eucomin Reihe von Eucomis bicolor, Helv. Chim. Acta 59:2048 (1976).PubMedCrossRefGoogle Scholar
  16. 16.
    W. Heller, L. Britsch, G. Forkmann, and H. Grisebach, Leucoanthocyani-dins as intermediates in anthocyanidin biosynthesis in flowers of Matthiola incana R. Br., Planta 163:191 (1985).CrossRefGoogle Scholar
  17. 17.
    W. Bors, C. Michel, and M. Saran, Inhibition of the bleaching of the carotenoid crocin. A rapid test for quantifying antioxidant acti vity, Biochim. Biophys. Acta 796:312 (1984).Google Scholar
  18. 18.
    T.R. Sehadri, Interconversion of flavonoid compounds, in: “Chemistry of Flavonoid Compounds,” T.A. Geissmann, ed., McMillan, New York, p.156 (1962).Google Scholar

Copyright information

© Plenum Press, New York 1990

Authors and Affiliations

  • Wolf Bors
    • 1
  • Werner Heller
    • 2
  • Christa Michel
    • 1
  • Manfred Saran
    • 1
  1. 1.Institut für StrahlenbiologieGSF ForschungszentrumNeuherbergGermany
  2. 2.Institut für Strahlenbiologie and Institut für Biochemische PflanzenpathologieGSF ForschungszentrumNeuherbergGermany

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