2013, № 10 (159)

Kazaeva A.N., Kobzev G.I., Sviridovа T.G., Gryazeva I.V., Sviridov A.P. STUDY OF THE MECHANISM OF PRO– AND ANTIOXIDANT ACTIVITY OF 1,3-DIHYDROXY-5-METHYLBENZENEMethod MCSCF (multiconfiguration self-consistent field method) simulated the interaction of 1,3-dihydroxy-5-methylbenzene (C1-AHB) and its phenoxyl radical (C1-AHB^•) with some reactive forms of oxygen. According to the results of quantum chemical calculations of activation barriers of direct and inverse reactions shown antioxidant activity of C1-AHB towards hydroxyl (OH^•), hydroperoxide (HO₂^•) radicals and singlet oxygen ¹O₂ and the predicted antioxidant phenoxyl radical C1-AHB^• against hydroperoxide radical HO₂^•. At the same time the opportunity of pro-oxidant effect of C1-AHB against singlet oxygen ¹O₂ (а¹Δ_g) to generate a response in the last ¹C1-AHB^• + ¹HO₂^• = ¹C1-AHB + ¹O₂. The calculated data are experimentally confirmed in a model system "Peroxidase — H₂O₂ — Luminol".Key words: 1,3-dihydroxy-5-methylbenzene, the activation barrier of the reaction, reactive oxygen species, antioxidant activity, prooksidantant activity.

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References:

1. Stasiuk М., Kozubek А. Biological activity of phenolic lipids // Cell. Mol. Life Sci. — 2010. — V. 67. — P. 841-860.

2. Gryazevа I.V., Davydova O.K., Derjabin D.G., Sviridovа T.G., Sviridov A.P. Predicted and experimentally detectable antioxidant activity alkiloksibenzols // Questions of biological, medical and pharmaceutical chemistry. — 2013. — №8. — P. 41-46.

3. Davydova O.K., Derjabin D.G., El-Registan G.I. The influence of chemical analogues of microbial DNA autoregulators sensitivity to UV irradiation // Microbiology. — 2006. — Vol. 75. — №5. — P. 654-661

4. Kobzev G. I., Sagida M. O., Kazaeva A. N. Quantum-Chemical Study of Alkyloxybenzenes Hydrophobicity // Russian Journal of General Chemistry. — 2013. — Vol. 83. — №7. — Р. 1318 –1323.

5. Hohenberg P, Kohn W. Inhomogeneous Electron Gas // Phys. Rev. B — 1964. — Vol. 136. — P. 864.

6. Kohn W., Sham L.J. Self-Consistent Equations Including Exchange and Correlation Effects // Phys. Rev. A — 1965. — Vol. 140. — P. 1133.

7. Plakhutin B.N., Gorelik E.V., Breslavskaya N.N. Koopmans' theorem in the ROHF method: Canonical form for the Hartree-Fock Hamiltonian // J. Chem. Phys. — 2006. — Vol. 125. — P. 204110-2041119.

8. Lobanov A.V., Kobzev G.I., Davydov K.S., Koumaneikina L.V., Komissarov G.G. Special features of singlet oxygen generation photosensitized by magnesium complexes of tetrapyrrolic macrocycles // Macroheterocycles. — 2011. — Vol. 4. — №2. — P. 106-110.

About this article

Authors: Sviridova T.G., Kazaeva A.N., Kobzev G.I., Gryazeva I.V., Sviridov A.P.

Year: 2013

Editor-in-chief

Sergey Aleksandrovich
MIROSHNIKOV

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