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Molecules 2018, 23(7), 1718; https://doi.org/10.3390/molecules23071718

Antiradical Activity of Porphyrins with a Diisobornylphenol Fragment at the Macrocycle Periphery

1
Institute of Chemistry, Komi Scientific Centre, Ural Branch of the Russian Academy of Sciences, 48 ul. Pervomayskaya, 167000 Syktyvkar, Russia
2
Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119334 Moscow, Russia
*
Author to whom correspondence should be addressed.
Received: 22 June 2018 / Revised: 11 July 2018 / Accepted: 11 July 2018 / Published: 14 July 2018
(This article belongs to the Section Natural Products Chemistry)
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Abstract

This article focuses on the antiradical activity of a number of 2,6-diisobornylphenol-porphyrin conjugates with various spacers between the porphyrin and phenolic fragments in the model reaction of ethylbenzene oxidation initiated by azoisobutyric acid dinitrile. The study has shown that the electronic effects of the groups directly related to the 2,6-diisobornylphenol fragment exert the predominant influence both on the reactivity of the phenolic hydroxyl group in interaction with free radicals and on the antiradical activity of the molecule as a whole. The antiradical activity of the molecule is generally less affected by the nature of the substituents in the porphyrin macrocycle, mainly due to a change in the stoichiometric inhibition coefficient in the presence of relatively easily oxidizable groups. It was found that the length of the spacer between the porphyrin and phenolic fragments does not affect the antiradical activity of the conjugate. View Full-Text
Keywords: tetra(meso-aryl)porphyrins; chlorophyll derivatives; 2,6-diisobornylphenol; antiradical activity; stoichiometric inhibition coefficient; inhibited ethylbenzene oxidation tetra(meso-aryl)porphyrins; chlorophyll derivatives; 2,6-diisobornylphenol; antiradical activity; stoichiometric inhibition coefficient; inhibited ethylbenzene oxidation
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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Belykh, D.V.; Mazaletskaya, L.I.; Sheludchenko, N.I.; Rocheva, T.K.; Khudyaeva, I.S.; Buravlev, E.V.; Shchukina, O.V.; Chukicheva, I.Y. Antiradical Activity of Porphyrins with a Diisobornylphenol Fragment at the Macrocycle Periphery. Molecules 2018, 23, 1718.

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