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Anti- and prooxidant activity of triphenylantimony(V) catecholates derived from alkyl gallates

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Abstract

Antiradical and antiand prooxidant activities of the newly obtained triphenylantimony(V) catecholate complexes derived from gallic acid esters of the general formulas (RO(O)C–Cat)SbPh3 (R = Me (1), C8H17 (2), C12H25 (3)) and (MeO(O)C–(OH•NEt3)Cat)SbPh3 (4) were studied. The comparative study involving gallic acid esters of the general formula RO(O)C–GallH3 (R = Me (5), C8H17 (6), C12H25 (7)) was performed in order to evaluate the effect of organic ligands on the properties of the antimony(V) compounds. The values of EC50, the number of converted molecules of stable radical (nDPPH), as well as the relative content of oleic acid hydroperoxides confirm the antiradical and antioxidant activity of triphenylantimony(V) complexes in reactions with diphenylpicrylhydrazyl radicals and in the antioxidation of oleic acid. The influence of more active compounds 1 and 4 and ester 5 on lipid peroxidation of the rat liver homogenate of male Wistar line was determined. The membraneprotective properties were evaluated for induced hemolysis of erred blood cells as an example, and catalase activity of erythrocyte hemolysate was studied.

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Authors and Affiliations

  1. Astrakhan State Technical University, 16 ul. Tatishcheva, 414056, Astrakhan, Russian Federation

    I. V. Smolyaninov, S. A. Smolyaninova & N. T. Berberova

  2. Southern Scientific Center, Russian Academy of Sciences, 41 prosp. Chekhova, 344006, Rostov-on-Don, Russian Federation

    I. V. Smolyaninov

  3. G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603950, Nizhni Novgorod, Russian Federation

    A. I. Poddel’sky

  4. N. I. Lobachevsky Nizhni Novgorod State University, 23 prosp. Gagarina, 603137, Nizhni Novgorod, Russian Federation

    A. I. Poddel’sky

  5. Leprosy Research Institute, Ministry of Health of the Russian Federation, 3 proezd N. Ostrovskogo, 414057, Astrakhan, Russian Federation

    S. A. Luzhnova

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  1. I. V. Smolyaninov
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  2. A. I. Poddel’sky
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  3. S. A. Smolyaninova
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Correspondence to I. V. Smolyaninov.

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Dedicated to Academician of the Russian Academy of Sciences N. S. Zefirov on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2223–2231, September, 2015.

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Smolyaninov, I.V., Poddel’sky, A.I., Smolyaninova, S.A. et al. Anti- and prooxidant activity of triphenylantimony(V) catecholates derived from alkyl gallates. Russ Chem Bull 64, 2223–2231 (2015). https://doi.org/10.1007/s11172-015-1142-9

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