Novel diphenylsulfimide antioxidants containing 2,6-di-tert-butylphenol moieties |
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| Authors: | E. R. Milaeva D. B. Shpakovsky I. A. Maklakova K. A. Rufanov M. E. Neganova E. F. Shevtsova A. V. Churakov V. A. Babkova D. A. Babkov V. A. Kosolapov A. A. Spasov |
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| Affiliation: | 1.M. V. Lomonosov Moscow State University,Moscow,Russian Federation;2.Institute of Physiologically Active Compounds,Russian Academy of Sciences,Chernogolovka, Moscow Region,Russian Federation;3.N. S. Kurnakov Institute of General and Inorganic Chemistry,Russian Academy of Sciences,Moscow,Russian Federation;4.Volgograd State Medical University,Volgograd,Russian Federation |
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| Abstract: | New diphenylsulfimide derivatives containing substituents with the 2,6-di-tert-butylphenol moiety at the nitrogen atom were synthesized. Their molecular structures were established by X-ray diffraction. Antioxidant activity was experimentally evaluated by spectrophotometry based on hydrogen transfer to the stable radicals, namely, 2,2-diphenyl-1-picrylhydrazyl and the 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation (ABTS·+), and using in vitro lipid peroxidation in rat brain and liver homogenates. The presence of phenol and diphenylsulfimide moieties in one molecule leads to a significant enhancement of antioxidant activity. The new compounds exhibit moderate inhibitory activity against enzymes involved in carbohydrate and lipid metabolism. The evaluation of antiglycation activity showed that the new sulfimides taken at a concentration of 100 μmol L–1 have activity comparable with that of aminoguanidine. |
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