Chemistry of Natural Compounds

, Volume 5, Issue 4, pp 184–188 | Cite as

The polarography of coumarins in alcoholic-aqueous media. I

  • Yu. E. Orlov
  • A. P. Prokopenko


1. The natural coumarin derivatives psoralen and angelicin are reduced at the DME from the adsorbed state at the mercury-solution boundary at the position of the 3,4-double bond of the α-pyrone ring. The latter circumstance confirms the ethylenic nature of this bond.

2. The existence of the processes of the protonation of the coumarin molecules in acid media and of the opening of the lactone ring in alkaline media has been shown experimentally.

3. The investigations performed show that the plarographic method can be used in the study of the physiochemical properties of the natural coumarins and for their quantitative analysis.


Coumarin Coumarin Derivative Drop Mercury Electrode Umbelliferone Imperatorin 


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  1. 1.
    O. Capka, Coll. Chech. Chem. Comm.,15, 965, 1950.CrossRefGoogle Scholar
  2. 2.
    A. J. Harle and L. E. Lyons, J. Chem. Soc., 1575, 1950.Google Scholar
  3. 3.
    R. Patsak and L. Neugebauer, Monatsch. Chem.,82, 662, 1951;83, 776, 1952.CrossRefGoogle Scholar
  4. 4.
    Y. J. Mashiko, Pharm. Soc. Japan.,72, 18, 1952.CrossRefGoogle Scholar
  5. 5.
    P. Favero, Ricc. Sci.,22A, 61, 1952.Google Scholar
  6. 6.
    A. Foffani, Rend., Accad. Naz. Lincei,14, 281, 1953.Google Scholar
  7. 7.
    A. Foffani, Atti. Accad. Naz. Lincei,14, 281, 1953.Google Scholar
  8. 8.
    J. Kovac, Chem. Zvesti,8, 272, 1954.Google Scholar
  9. 9.
    E. Knobloch, Advances in Polarography, Pergamon Press,4, 3, 875, 1960.CrossRefGoogle Scholar
  10. 10.
    M. Deselic and M. Trkovnik, Croat. Chem. Acta,33, no. 4, 209, 1961.Google Scholar
  11. 11.
    M. Deselik and M. Trkovnik, Croat. Chem. Acta,35, 43, 1963.Google Scholar
  12. 12.
    V. S. Griffiths and G. B. Westmore, Chem. Soc., 1704, 1962.Google Scholar
  13. 13.
    G. T. Rogers and K. J. Taylor, Electrochim. Acta,8, 12, 887, 1963.CrossRefGoogle Scholar
  14. 14.
    V. D. N. Sastry and T. R. Seshadri, Proc. Ind. Acad. Sci.,16, Sect. Am., no. 1, 29, 1963.Google Scholar
  15. 15.
    E. Spath and O. Pesta, Ber. Dtsch. Chem. Ces.,66, 754, 1933.CrossRefGoogle Scholar
  16. 16.
    M. E. Brokke and B. E. Christensen, J. Org. Chem.,23, 589, 1958.CrossRefGoogle Scholar
  17. 17.
    K. Fries and G. Fickewirth, Ann., 30, 362, 1908.Google Scholar
  18. 18.
    L. I. Smith and R. O. Denyes, J. Am. Chem. Soc.,58, 304, 1936.CrossRefGoogle Scholar
  19. 19.
    P. Karrer, A Course of Organic Chemistry [Russian translation], Leningrad, p. 63, 1960.Google Scholar
  20. 20.
    M. E. Perel'son, A. V. Tutkevich, Yu. I. Sheinker, and N. P. Gambaryan, Theoretical and Experimental Chemistry, Vol.5 [in Russian], p. 574, 1966.Google Scholar
  21. 21.
    Yu. E. Orlov and L. Ya. Sirenko, Abstracts of Lectures at a Branch Scientific and Technical Conference on the Use of Physicochemical Methods of Analysis in the Chemical Industry [in Russian], Khar'kov, p. 78, 1966.Google Scholar
  22. 22.
    O. E. Orlov and N. P. Dzyuba, Farmatsevticheskii zhurnal,2, 36, 1965.Google Scholar
  23. 23.
    S. G. Mairanovskii, Catalytic and Kinetic Currents in Polarography [in Russian], 1966.Google Scholar
  24. 24.
    A. I. Tolmachev and L. M. Shulenko, ZhOKh,37, no. 2, 387, 1966.Google Scholar
  25. 25.
    H. Bleibreu, Ann.,59, 177, 1848.Google Scholar
  26. 26.
    Gordan and Thorpe, J. Chem. Soc.,107, 387, 1915.CrossRefGoogle Scholar
  27. 27.
    M. Brezina and P. Zuman, Die Polarographie in der Medizine, Biochemie und Pharmazie, Leipzig, 1956.Google Scholar
  28. 28.
    T. A. Kryukova, S. I. Sinyakova, and N. P. Aref'eva, Polarographic Analysis [in Russian], p. 172, 1959.Google Scholar
  29. 29.
    J. Heyrovský and J. Kúta, Principles of Polarography [Russian translation from Cech], pp. 65, 118, 146, 1965.CrossRefGoogle Scholar
  30. 30.
    H. T. S. Britton, Hydrogen Ions [Russian translation], Moscow, p. 216, 1936.Google Scholar
  31. 31.
    A. P. Kreshkov and A. N. Bykova, ZhAKh,5, 529, 1959.Google Scholar
  32. 32.
    A. P. Prokopenko and D. G. Kolesnikov, Terpenoids and Coumarins [in Russian], Moscow, p. 66, 1965.Google Scholar
  33. 33.
    A. P. Prokopenko, ZhOKh,34, 4111, 1964.Google Scholar
  34. 34.
    A. P. Prokopenko, KhPS [Chemistry of Natural Compounds],1, 215, 1965.Google Scholar
  35. 35.
    W. Borsche, Ber.,37, 346, 1904.CrossRefGoogle Scholar
  36. 36.
    P. S. Danner and J. H. Hilddebrand, J. Am. Chem. Soc., 2824, 1924.Google Scholar
  37. 37.
    H. D. Graham and L. Gatewood, Anal. Chem.,33, 1393, 1961.CrossRefGoogle Scholar

Copyright information

© Consultants Bureau 1972

Authors and Affiliations

  • Yu. E. Orlov
  • A. P. Prokopenko
    • 1
  1. 1.Khar'kov Chemical and Pharmaceutical Scientific-Research InstituteUSSR

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