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Study of reaction of gossypol and its imino derivatives with 2,2-diphenyl-1-picrylhydrazyl

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Abstract

Structures and state in solutions of natural polyphenol gossypol and four its imino derivatives, three of which were synthesized for the first time, were studied by IR and NMR spectroscopy, and by quantum chemistry. The reaction of these compounds with 2,2-diphenyl-1-picrylhydrazyl (DPPH) in ethanol was examined. The antioxidant activity of the studied compounds in the reaction with DPPH was evaluated using the values of the stoichiometric coefficients of reaction, EC50, T 2/DPPH1 and AE parameters. Gossypol hydrazones were shown to be 5–10 times more efficient, while Schiff base to be less efficient as antioxidants in comparison with gossypol itself. The influence of metal cations on the antioxidant activity of gossypol derivatives was studied.

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Authors and Affiliations

  1. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, ul. R. Luxemburg 70, Donetsk, 83114, Ukraine

    N. S. Il’kevich, V. I. Rybachenko, A. F. Dmitruk & K. Yu. Chotii

  2. Chemistry Faculty, Adam Mickiewicz University, Poznan, Poland

    G. Schroeder

Authors
  1. N. S. Il’kevich
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  2. V. I. Rybachenko
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  3. G. Schroeder
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  4. A. F. Dmitruk
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  5. K. Yu. Chotii
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Correspondence to V. I. Rybachenko.

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Original Russian Text © N.S. Il’kevich, V.I. Rybachenko, G. Schroeder, A.F. Dmitruk, K.Yu. Chotii, 2010, published in Zhurnal Obshchei Khimii, 2010, Vol. 80, No. 2, pp. 276–282.

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Il’kevich, N.S., Rybachenko, V.I., Schroeder, G. et al. Study of reaction of gossypol and its imino derivatives with 2,2-diphenyl-1-picrylhydrazyl. Russ J Gen Chem 80, 301–307 (2010). https://doi.org/10.1134/S1070363210020192

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  • DOI: https://doi.org/10.1134/S1070363210020192

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