Study of reaction of gossypol and its imino derivatives with 2,2-diphenyl-1-picrylhydrazyl |
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Authors: | N S Il’kevich V I Rybachenko G Schroeder A F Dmitruk K Yu Chotii |
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Affiliation: | 1.Litvinenko Institute of Physical Organic and Coal Chemistry,National Academy of Sciences of Ukraine,Donetsk,Ukraine;2.Chemistry Faculty,Adam Mickiewicz University,Poznan,Poland |
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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
12/DPPH 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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