Antioxidant Activity of Catechol Thioethers with Heterocyclic Moieties in Reactions with Radical Promoters

IF 0.8 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY Doklady Chemistry Pub Date : 2022-11-03 DOI:10.1134/S0012500822600134
I. V. Smolyaninov, D. A. Burmistrova, N. P. Pomortseva, A. I. Poddel’sky, N. T. Berberova
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Abstract

Novel thioethers with nitrogen- and oxygen-containing heterocyclic moieties and a redox-active catechol group were synthesized. The radical scavenging and antioxidant activities of the compounds were studied in reactions with synthetic radicals and in the DNA oxidative damage. The catechols with nitrogen-containing heterocyclic substituents or a furan ring showed pronounced radical scavenging activity in reactions with diphenylpicrylhydrazyl or generated 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation. In the case of DNA oxidative damage, a dual anti/pro-oxidant effect was found. Catechol thioethers with methoxybenzoxazole or furan rings showed the highest activity in all biological assays.

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杂环邻苯二酚硫醚与自由基促进剂反应的抗氧化活性
合成了含氮、含氧杂环基团和具有氧化还原活性的儿茶酚基团的新型硫醚。在与合成自由基反应和DNA氧化损伤时,研究了化合物的自由基清除和抗氧化活性。含有含氮杂环取代基或呋喃环的儿茶酚在与二苯基吡啶肼反应时具有明显的自由基清除活性或生成2,2′-氮基-双(3-乙基苯并噻唑-6-磺酸)自由基阳离子。在DNA氧化损伤的情况下,发现了抗/促氧化双重作用。具有甲氧基苯并恶唑或呋喃环的邻苯二酚硫醚在所有生物试验中表现出最高的活性。
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来源期刊
Doklady Chemistry
Doklady Chemistry 化学-化学综合
CiteScore
1.20
自引率
12.50%
发文量
7
审稿时长
6-12 weeks
期刊介绍: Doklady Chemistry is a journal that publishes new research in chemistry and chemical engineering of great significance. Initially the journal was a forum of the Russian Academy of Science and published only best contributions from Russia in the form of short articles. Now the journal welcomes submissions from any country in the English or Russian language. Every manuscript must be recommended by Russian or foreign members of the Russian Academy of Sciences.
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