A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of The Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russia.
Molecules. 2020 Dec 15;25(24):5940. doi: 10.3390/molecules25245940.
The efficient regio- and stereoselective synthesis of (,)-3,3'-selanediylbis(2-propenamides) in 76-93% yields was developed based on the reaction of sodium selenide with 3-trimethylsilyl-2-propynamides. (,)-3,3'-Selanediylbis(2-propenamides) are a novel class of organoselenium compounds. To date, not a single representative of 3,3'-selanediylbis(2-propenamides) has been described in the literature. Studying glutathione peroxidase-like properties by a model reaction showed that the activity of the obtained products significantly varies depending on the organic moieties in the amide group. Divinyl selenide, which contains two lipophilic cyclohexyl substituents in the amide group, exhibits very high glutathione peroxidase-like activity and this compound is considerably superior to other products in this respect.
基于硒化钠与 3-三甲基甲硅烷基-2-丙烯酰胺的反应，开发了高效区域和立体选择性合成（，）-3,3'-硒二亚基（2-丙烯酰胺）的方法，产率为 76-93%。（，）-3,3'-硒二亚基（2-丙烯酰胺）是一类新型有机硒化合物。迄今为止，文献中尚未描述过 3,3'-硒二亚基（2-丙烯酰胺）的代表。通过模型反应研究谷胱甘肽过氧化物酶样性质表明，所得到的产物的活性根据酰胺基团中的有机部分显著变化。二乙烯硒含有酰胺基团中的两个亲脂性环己基取代基，表现出非常高的谷胱甘肽过氧化物酶样活性，并且该化合物在这方面明显优于其他产物。
