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Synthesis, radical scavenging, and antioxidant activity of stilbazolic resveratrol analogs
Medicinal Chemistry Research ( IF 2.6 ) Pub Date : 2020-06-14 , DOI: 10.1007/s00044-020-02585-6
Alexander V. Semenov , Olga I. Balakireva , Irina V. Tarasova , Elena V. Semenova , Polad K. Zulfugarov

To continue the research on the preparation of resveratrol structural analogs containing the 3-pyridinol fragment, a series of derivatives with an ethyl radical sterically shielding the hydroxyl group was synthesized. It was shown that the ethyl group introduction has an ambiguous effect on the radical scavenging and antioxidant properties of the stilbazoles studied, which is probably related to the structural features of the resulting radical intermediates. The correlation between the radical scavenging and antioxidant properties of the derivatives studied is established. A number of compounds have been identified that exhibit an antioxidant effect on the mitochondrial membranes lipid peroxidation model, better than the natural prototype and 2-ethyl-6-methylpyridin-3-ol with a related structure used in clinical practice.

中文翻译:

替硝唑白藜芦醇类似物的合成,自由基清除和抗氧化活性

为了继续研究含3-吡啶醇片段的白藜芦醇结构类似物的制备,合成了一系列具有乙基在空间上屏蔽羟基的衍生物。结果表明,乙基的引入对所研究的stilbazoles的自由基清除和抗氧化性能具有模糊的影响,这可能与所得自由基中间体的结构特征有关。建立了所研究衍生物的自由基清除与抗氧化性能之间的相关性。已经鉴定出许多化合物,它们对线粒体膜脂质过氧化模型具有抗氧化作用,优于天然原型和2-乙基-6-甲基吡啶-3-醇,并在临床实践中使用了相关结构。
更新日期:2020-06-14
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