Reactivity and mechanism of action of selenochromenes used as an inhibitor for the radical chain oxidation of 1,4-dioxan
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Reactivity and mechanism of action of selenochromenes used as an inhibitor for the radical chain oxidation of 1,4‑dioxane Anatoly Ya. Gerchikov1 · Gulnaz M. Sharipova1 · Irina V. Safarova1 · Natalya V. Kurmakaeva1 · Veronika R. Hairullina1 · Semen I. Spivak2 Received: 10 July 2020 / Accepted: 11 August 2020 © Akadémiai Kiadó, Budapest, Hungary 2020
Abstract Organometallic compounds based on selenochromene are known as potential drugs. Currently in the creation of new drugs in pharmacology their role as antioxidants is given great importance, since this characteristic is important for inhibiting the possible radical chain oxidation processes of cell membrane lipids, which is the cause of much pathology. In this regard an important task of researchers is to study the mechanism and quantitative characteristics of the effectiveness of their antioxidative action. In this work, based on the previously studied kinetics of the antioxidant action of the additives 2-(4-biphenyl)-5,6-dihydro-4H-benzo-[h]-selenochromene (S1) and 2-(4-chlorophenyl)-4-phenyl-5,6-dihydro-4H-benzo-[h]-selenochromene (S2) in a model reaction of radical-chain oxidation of 1,4-dioxane (Khairullina et al. in Kinet Catal 54:14–17, 2013), by means of mathematical modeling a kinetic model of the process was constructed, with the help of which the analysis of the reaction mechanism was carried out, a complete kinetic picture of the process was obtained and stage rate constants. Keywords Kinetics · Mechanism of reaction · Mathematical modelling · Selenochromenes · Antioxidant
It is with deep regret that we inform that during the preparation of this publication, a member of the group of authors, Doctor of Mathematical Sciences, Professor SI Spivak, has passed away. * Gulnaz M. Sharipova gulnaz‑[email protected] 1
Chemical Faculty, Department of Physical Chemistry and Chemical Ecology, Bashkir State University, Ufa, Republic of Bashkortostan, Russia
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Faculty of Mathematics and Information Technology, Department of Mathematical Modeling, Bashkir State University, Ufa, Republic of Bashkortostan, Russia
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Reaction Kinetics, Mechanisms and Catalysis
Introduction Organic compounds of selenium have found their application in various industries. Relatively recently, salts of selenopyrilium and selenopyran have been used in photovoltaic cells, components of optical recording media, and as initiators of photopolymerization [1–5]. It is known that organic selenium compounds are currently actively used in medicine and veterinary practice to make up for selenium deficiency [6, 7]. In this regard, the number of new selenium compounds that are promising from the point of view of application in these areas is significantly increasing. In particular, the team of researchers led by Drevko and Fedotova were first synthesized bicyclic benzannelated selenium-containing heterocyclic compounds based on 1,5-diketones, including the propanonyltetrahydronaphthalenone series and a pharmacophore fragment [8–12]. The combination of the latter with
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