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Substituted aminophenols and flavonoids as potential components for test-systems for total antioxidant activity

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Abstract

Kinetics of ortho-phenylenediamine (PDA) oxidation has been investigated in the “pseudoperoxidase” system, Methemalbumin-H2O2, in the presence of 2-amino-4-tert-butylphenol (ATBP), 2-amino-4,6-ditert-butylphenol (ADTBP) and its four N-acyl derivates, as well as flavonoids (quercetin, morin, silibin, hesperidin and naringin). Under standard experimental conditions (20°C, phosphate buffered saline, pH 7.4, containing 5.25% ethanol and DMF) ATBP, ADTBP and two its N-acyl-derivatives and also all five flavonoids inhibited PDA oxidation with different efficiency, which was characterized in terms of the inhibition constants, Ki, M, or the percent of inhibition degree at the maximal concentrations of these inhibitors. Quercetin (Ki = 7.7 × 10−5 M) and ATBP (Ki = 1.26 × 10−4 M) were the most effective antioxidants. Using these characteristics and other required criteria, the pairs PDA-quercetin and PDA-ATBP were proposed for a practical application in the test-systems for evaluation of total antioxidant activity of biological objects.

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Abbreviations

ABTS:

2,2′-azino-bis(3-ethyl-2,3-dihydrobenz-thiazoline-6-sulfonate) diammonium salt

ADTBP:

2-amino-4,6-ditert-butylphenol

AOA:

antioxidant activity

ATBP:

2-amino-4-tert-butylphenol

MetHa:

methemalbumin (hemin complex with BSA at the ratio 1: 3)

DMF:

dimethylformamide

PDA:

orthophenylenediamine

InH:

inhibitors of free radical processes

TMB:

3,3′,5,5′-tetramethylbenzidine

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akad. Kuprevicha 5/2, Minsk, 220141, Belarus

    Yu. A. Grigorenko, E. I. Karaseva & D. I. Metelitza

  2. Chemical Faculty, Belarussian State University, ul. Leningradskaya 14, Minsk, 220050, Belarus

    V. L. Sorokin, G. A. Ksendsova & O. I. Shadyro

Authors
  1. Yu. A. Grigorenko
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  2. E. I. Karaseva
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  3. D. I. Metelitza
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  4. V. L. Sorokin
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  5. G. A. Ksendsova
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  6. O. I. Shadyro
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Corresponding author

Correspondence to D. I. Metelitza.

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Original Russian Text © Yu.A. Grigorenko, E.I. Karaseva, D.I. Metelitza, V.L. Sorokin, G.A. Ksendsova, O.I. Shadyro, 2008, published in Biomeditsinskaya Khimiya.

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Grigorenko, Y.A., Karaseva, E.I., Metelitza, D.I. et al. Substituted aminophenols and flavonoids as potential components for test-systems for total antioxidant activity. Biochem. Moscow Suppl. Ser. B 2, 75–81 (2008). https://doi.org/10.1007/s11828-008-1008-x

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  • DOI: https://doi.org/10.1007/s11828-008-1008-x

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