长碳链对β-取代苯并异硒唑酮及相应二硒化物的抗氧化和抗癌性能的影响
The Influence of Long Carbon Chains on the Antioxidant and Anticancer Properties of -Substituted Benzisoselenazolones and Corresponding Diselenides.
作者信息
Pacuła-Miszewska Agata J, Obieziurska-Fabisiak Magdalena, Jastrzębska Aneta, Długosz-Pokorska Angelika, Gach-Janczak Katarzyna, Ścianowski Jacek
机构信息
Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University, 7 Gagarin Street, 87-100 Torun, Poland.
Department of Analytical Chemistry and Applied Spectroscopy, Faculty of Chemistry, Nicolaus Copernicus University in Torun, 7 Gagarin Street, 87-100 Torun, Poland.
出版信息
Pharmaceuticals (Basel). 2023 Nov 4;16(11):1560. doi: 10.3390/ph16111560.
Organoselenium compounds are well-known for their numerous biocapacities, which result from the uniqueness of the selenium atom and the possibility of constructing heterorganic molecules that can mimic the activity of selenoenzymes, crucial for a multitude of important physiological processes. In this paper, we have synthesized a series of -substituted benzisoselenazolones and corresponding diphenyl diselenides possessing lipophilic long carbon chains, solely or with additional polar insets: phenyl linkers and ester groups. Evaluation of their antioxidant and cytotoxic activity revealed an increased HO-reduction potential of diphenyl diselenides bearing -octyl, ethyl -(12-dodecanoate)- and -(8-octanoate) groups, elevated radical scavenging activity of 2,2'-diselenobis(-dodecylbenzamide) and a promising cytotoxic potential of -(4-dodecyl)phenylbenzisoselenazol-3(2)-one.
有机硒化合物因其众多的生物活性而闻名，这源于硒原子的独特性以及构建能够模拟硒酶活性的杂有机分子的可能性，而硒酶对众多重要生理过程至关重要。在本文中，我们合成了一系列具有亲脂性长碳链的β-取代苯并异硒唑酮和相应的二苯基二硒化物，这些碳链单独存在或带有额外的极性嵌入基团：苯基连接基和酯基。对它们的抗氧化和细胞毒性活性评估表明，带有辛基、乙基-(12-十二烷酸酯)-和-(8-辛酸酯)基团的二苯基二硒化物的过氧化氢还原能力增强，2,2'-二硒双(β-十二烷基苯甲酰胺)的自由基清除活性提高，以及β-(4-十二烷基)苯基苯并异硒唑-3(2)-酮具有良好的细胞毒性潜力。
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