Synthesis, structure, and action of some gossypol derivatives on the peroxidation of the lipids of biosubstrates

Abstract

The synthesis has been effected of new gossypol derivatives using piperidino-and morpholinoethylamines. According to their PMR spectra, these substances exist in the keto-amine form. Their action on the peroxidation of lipids (POL) of various biosubstrates has been studied. Gossypol bis(piperinoethylimine) and bis(morpholinoethylimine) in concentrations of 1·10−7–5·10−6 mM exert a pronounced antioxidant action on human blood serum and rat brain synaptosomes. In the same concentrations, these substances suppressed the POL in enzymatic and nonenzymatic systems of the oxidation of rat liver microsomes.

This is a preview of subscription content, access via your institution.

Literature cited

  1. 1.

    A. K. Karabanovich, N. I. Baram, and A. I. Ismailov, in: Abstracts of Lectures at the 4th All-Union Symposium on Phenolic Compounds [in Russian], Tashkent (1982), p. 23.

  2. 2.

    N. A. Zakharova, G. N. Bogdanov, K. E. Kruglyakova, N. M. Emanuel', A. S. Sadykov, A. I. Ismailov, L. Biktimirov, and N. I. Iskhakov, The Chemistry of Plant Substances [in Russian], TashGU, Tashkent, Vol. 3 (1968), p. 90.

    Google Scholar 

  3. 3.

    A. A. Abduvakhabov, A. A. Sadykov, D. N. Dalimov, and Kh. A. Aslanov, Alkaloids and Their Derivatives as Tools for Studying Cholinergic Systems [in Russian], Tashkent (1984), p. 288.

  4. 4.

    L. Biktimirov, N. I. Baram, F. G. Kamaev, A. I. Ismailov, and V. B. Leont'ev, Khim. Prir. Soedin., No. 2, 286 (1975).

  5. 5.

    N. M. Émanuel', Experimental Methods of Chemical Kinetics [in Russian], Vysshaya Shkola (1971), p. 174.

  6. 6.

    Yu. A. Vladimirov and A. I. Archakov, The Peroxide Oxidation of Lipids in Biological Membranes [in Russian], Nauka, Moscow (1972), p 252.

    Google Scholar 

  7. 7.

    Yu. M. Lopukhin, Yu. A. Vladimirov, M. N. Molodenkov, et al., Byull. Éksp. Biol. Med.,2, 61 (1983).

    Google Scholar 

  8. 8.

    R. Harrison and G. G. Hunt, Biological Membranes, Blackie, Glasgow (1975), p. 153.

    Google Scholar 

  9. 9.

    E. B. Burlakova, A. V. Alekseenko, E. N. Molochkina, N. P. Pal'mina, and N. G. Khrapova, Bioantioxidants in Radiation Diseases and Malignant Growth [in Russian], Nauka, Moscow (1975), p. 214.

    Google Scholar 

  10. 10.

    A. V. Archakov and N. M. Devichevskii, Biokhimiya,33, 479 (1968).

    CAS  Google Scholar 

  11. 11.

    V. A. Kostyuk and E. F. Lunets, Biokhimiya,48, No. 9, 1491 (1983).

    CAS  Google Scholar 

  12. 12.

    E. L. Gray and V. P. Whittaker, J. Anat.,96, No. 1, 79 (1962).

    CAS  PubMed  PubMed Central  Google Scholar 

  13. 13.

    G. L. Ellman, K. D. Courtney, V. Anders, and R. M. Featherstone, Biochem. Pharmacol.,7, 88 (1961).

    CAS  Article  Google Scholar 

  14. 14.

    M. M. Bradford, Anal. Biochem.,72, No. 12, 248 (1976).

    CAS  Article  Google Scholar 

  15. 15.

    Yu. V. Markova, K. K. Kuz'mina, M. N. Shchukina, Zh. Obshch. Khim.,30, 1039 (1950).

    Google Scholar 

Download references

Authors

Additional information

A. S. Sadykov Institute of Bioorganic Chemistry, Academy of Sciences of the Uzbek SSR, Tashkent. Institute of Hematology and Blood Transfusion, Ministry of Health of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 707–712, September–October, 1989.

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Dalimov, D.N., Mukhamedzhanova, E.N., Shneivais, V.B. et al. Synthesis, structure, and action of some gossypol derivatives on the peroxidation of the lipids of biosubstrates. Chem Nat Compd 25, 603–607 (1989). https://doi.org/10.1007/BF00598085

Download citation

Keywords

  • Blood Serum
  • Gossypol
  • Ionol
  • Human Blood Serum
  • Gossypol Derivative