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Turkish Journal of Chemistry

DOI

10.3906/kim-1904-40

Abstract

It was predicted, using the Prediction of Activity Spectra for Substances online software, that organic sulfur-containing compounds 2,6-di-tert-butyl-4-mercaptophenol (1), 2,6-di-tert-butyl-4-(3-mercaptopropyl)phenol (2), bis-3-[3,5-di-tert-butyl-4-hydroxyphenyl)propyl] sulfide (3), bis(3,5-di-tert- butyl-4-hydroxyphenyl) disulfide (4), diphenyl disulfide (5), dibenzyl disulfide (6), dibutyl disulfide (7), di-tert-butyl disulfide (8), diallyl disulfide (9), and methyl propyl trisulfide (10) could possess antioxidant activity and act as active scavengers of oxygen metabolites. The antiradical activity of these species was analyzed and it was shown that they were able to react with electrochemically generated the superoxide anion radical. The rate constants for reactions of 1-10 with the superoxide anion radical were calculated. The effect of the organic sulfur compounds on the rate of generation O$_{2}^{-\bullet }$ on adrenaline oxidation in an alkaline medium and on the ability of the biopreparation, based on the liver of Russian sturgeon, to deactivate O$_{2}^{-\bullet \, }$was studied. The effect of the organic sulfur compounds on the rate of O$_{2}^{-\bullet }$ generation in the model system of the quinoid oxidation of adrenaline in an alkaline medium and on the ability of the biopreparation to deactivate O$_{2}^{-\bullet }$ was studied. It was found that O$_{2}^{-\bullet }$ generation rate decreased in the presence of the studied compounds, evidencing for their antiradical activity. Increase of superoxide dismutation activity of the biopreparation in the presence of compounds 1-10 was also shown, and this fact could indicate their ability to increase the antioxidant status and decrease the probability of oxidative stress development. It was found that compounds 1-10 did not inhibit enzyme lipoxygenase, which indicated the absence of antiinflammatory activity. The results of the forecast were consistent with the data of the experimental studies.

Keywords

Organic sulfur-containing compounds, superoxide anion radical, superoxide dismutase, in silico, cyclic voltammetry, in vitro

First Page

1336

Last Page

1349

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