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Novel diphenylsulfimide antioxidants containing 2,6-di-tert-butylphenol moieties

Journal Article · · Russian Chemical Bulletin
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  1. M. V. Lomonosov Moscow State University (Russian Federation)
  2. Russian Academy of Sciences, Institute of Physiologically Active Compounds (Russian Federation)
  3. Russian Academy of Sciences, N. S. Kurnakov Institute of General and Inorganic Chemistry (Russian Federation)
  4. Volgograd State Medical University (Russian Federation)

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{sup ·+}), 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{sup –1} have activity comparable with that of aminoguanidine.

OSTI ID:
22943399
Journal Information:
Russian Chemical Bulletin, Journal Name: Russian Chemical Bulletin Journal Issue: 11 Vol. 67; ISSN RCBUEY; ISSN 1066-5285
Country of Publication:
United States
Language:
English

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