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The antioxidant screening of potential materials for drugs based on 6-nitro-1,2,4-triazoloazines containing natural polyphenol fragments

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Abstract

The course of viral diseases is accompanied by excessive generation of active oxygen metabolites, so the effectiveness of treatment can be improved by combining antiviral and antioxidant therapy. There was a screening of antioxidant properties of 6-nitro-1,2,4-triazoloazine-modified fragments of natural polyphenols (catechol, pyrogallol, phloroglucinol, resorcinol) which are potential dual-action combination preparations. Screening was carried out using various approaches: the study of redox transformations by cyclic voltammetry, determination of antioxidant capacity with oxidizing agents of a radical and non-radical nature by the potentiometric method using potassium hexacyanoferrate (III) and optical methods (the Folin assay and the DPPH assay). It has been established that molecules obtained by conjugation of polyphenols with heterocycles exhibit antioxidant properties. The exception is adducts of triazolodiazines with resorcinol. A decrease in the antioxidant ability of synthesized adducts relative to initial polyphenols has been noted. The antioxidant capacity has been studied at a number of temperatures (25 °C, 37 °C), and the reaction half-life has been determined. The correlation of antioxidant capacity by a potentiometric assay with the Folin assay was R = 0.71; by a potentiometric assay with the DPPH assay was R = 0.67. Leader compounds have been identified.

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Acknowledgments

The investigation was supported by the Russian Foundation for Basic Research (Project No. 19-29-08015).

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Authors and Affiliations

  1. Institute of Chemical Engineering, Ural Federal University named after the First President of Russia B. N. Yeltsin, 19 Mira St., Ekaterinburg, Russian Federation, 620002

    Alla Ivanova, Elena Gerasimova, Elena Gazizullina, Marya Borisova, Roman Drokin, Evgeny Ulomskiy & Vladimir Rusinov

  2. Institute of Organic Synthesis Ural Division of RAS, 22/20 S. Kovalevskoy st./Akademicheskaya st., Ekaterinburg, Russian Federation, 620990

    Evgeny Gorbunov & Vladimir Rusinov

Authors
  1. Alla Ivanova
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  2. Elena Gerasimova
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  3. Elena Gazizullina
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  4. Marya Borisova
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  5. Roman Drokin
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  6. Evgeny Gorbunov
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  7. Evgeny Ulomskiy
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  8. Vladimir Rusinov
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Correspondence to Alla Ivanova.

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Published in the topical collection Euroanalysis XX with guest editor Sibel A. Ozkan.

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Ivanova, A., Gerasimova, E., Gazizullina, E. et al. The antioxidant screening of potential materials for drugs based on 6-nitro-1,2,4-triazoloazines containing natural polyphenol fragments. Anal Bioanal Chem 412, 5147–5155 (2020). https://doi.org/10.1007/s00216-020-02466-2

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  • DOI: https://doi.org/10.1007/s00216-020-02466-2

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