Russian Journal of Electrochemistry

, Volume 36, Issue 7, pp 752–755 | Cite as

Role of radical cations in the activity mechanism of antioxidants in a series of 2,6-dialkyl substituted phenols by the example of the oleic acid oxidation

  • N. T. Berberova
  • L. B. Kirillova
  • Yu. T. Pimenov
  • E. R. Milaeva
  • A. I. Prokofev


The influence of electrochemical characteristics of antioxidants (dl-α-tocopherol, 2,6-dialkyl substituted phenols) on the oleic acid oxidation by oxygen of air is studied at 65°C. The stability of the antioxidant radical cations, which form in the first oxidation step, is presumed to be connected with their antioxidant activity. The formation of stable paramagnetic intermediates is confirmed by the example ofdl-α-tocopherol and its acetate, using ESR spectroscopy. Different reactivity of the antioxidants with respect to a single-electron oxidant, spatially hindered o-quinone, is studied


Oleic Acid Radical Cation CF3COOH Lead Dioxide Butylphenol 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Burlakova, E.B. and Khrapova, N.G.,Usp. Khim, 1985, vol. 54, p. 1540.Google Scholar
  2. 2.
    Burlakova, E.B., Khrapova, N.G., and Kukhtina, E.N.,Dokl. Akad. Nauk SSSR, 1983, vol. 272, p. 729.Google Scholar
  3. 3.
    Chudinova, V.V., Alekseev, S.M., Zakharova, E.I., and Evstigneeva, R.P.,Bioorg. Khim., 1994, vol. 20, p. 1029.Google Scholar
  4. 4.
    Boguth, W. and Nieman, H.,Biochim. Biophys. Acta, 1971, vol. 248, p. 121.Google Scholar
  5. 5.
    Ozawa, T., Hanaki, A., Matsumato, S., and Matsuo, M.,Biochim. Biophys. Acta, 1978, vol. 531, p. 72.Google Scholar
  6. 6.
    Mukai, K., Tiuzuki, N., Ishizi, K.,et al., Chem. Phys. Lipids, 1987, vol. 29, p. 1982.Google Scholar
  7. 7.
    Matsuo, M. and Matsumoto, S.,Lipids, 1983, vol. 18, p. 81.CrossRefGoogle Scholar
  8. 8.
    Kuwata, K. and Geske, D.H.,J. Chem. Soc, 1964, vol. 86, p. 2101.CrossRefGoogle Scholar
  9. 9.
    Welsh, S.O.,J. Nutr., 1979, vol. 1979, p. 1673.Google Scholar
  10. 10.
    Albery, W.J. and Bruckenstein, S.,Trans. Faraday Soc, 1966, vol. 62, p. 1946.CrossRefGoogle Scholar
  11. 11.
    Weissberger, A., Proskauer, E.S., Riddick, J.A., and Toops, E.E.,Organic Solvents: Physical Properties and Methods of Purification, New York: Interscience, 1955.Google Scholar
  12. 12.
    Rzhavskaya, F.M.,Zhiry ryb i morskikh mlekopitayushchikh (Fats of Fish and Sea Mammals), Moscow: Pishchevaya Promyshlennost’, 1976.Google Scholar
  13. 13.
    Mukai, K., Uemoto, Y, and Ishizu, K.,Bull. Chem. Soc. Jpn., 1985, vol. 58, p. 1928.CrossRefGoogle Scholar
  14. 14.
    Svanholm, U., Bechgaard, K., and Parker, V.D.,J. Am. Chem. Soc, 1974, vol. 96, p. 2409.CrossRefGoogle Scholar
  15. 15.
    Roginski, V.A.,Fenol’nye antioksidanty (Phenol Antioxidants), Moscow: Nauka, 1988, p. 155.Google Scholar
  16. 16.
    Serbinova, E., Kharfuf, M., Ukhin, L.Yu.,et al.,Byul. Eksp. Biol. Med., 1990, p. 486.Google Scholar
  17. 17.
    Sheludchenko, N.I., Aristarkhova, S.A., and Shishkina, L.N.,Issledovanie sinteticheskikh i prirodnykh antioksidantov in vitro i in vivo (In Vitro andin vivo Studies of Synthetic and Natural Antioxidants), Burlakova, E.B., Ed., Moscow: Nauka, 1992, p. 155.Google Scholar

Copyright information

© MAIK “Nauka/Interperiodica” 2000

Authors and Affiliations

  • N. T. Berberova
    • 1
  • L. B. Kirillova
    • 1
  • Yu. T. Pimenov
    • 1
  • E. R. Milaeva
    • 1
    • 2
  • A. I. Prokofev
    • 1
    • 3
  1. 1.Astrakhan State Technical UniversityRussia
  2. 2.Moscow State UniversityMoscowRussia
  3. 3.Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscow, GSP-1Russia

Personalised recommendations