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Synthesis and antioxidant activity of new hydroxy derivatives of chalcones
Russian Chemical Bulletin ( IF 1.7 ) Pub Date : 2020-03-01 , DOI: 10.1007/s11172-020-2790-y
V. P. Osipova , M. A. Polovinkina , L. R. Telekova , A. V. Velikorodov , N. N. Stepkina , N. T. Berberova

New hydroxy derivatives of chalcones obtained via a condensation of 3-acetyl-2 H -chromen-2-one with 2,4-dihydroxy- and 4-hydroxy-benzaldehydes and via an aldol crotonic condensation of methyl N -(4-acetylphenyl)carbamate with 4-hydroxy-3,5-di( tert -butyl)benzaldehyde have been isolated and characterized. A wide range of promising biological activity of the synthesized compounds, including the radical scavenging and antioxidant ones, was predicted by the in silico method. The anti- and pro-oxidant activities in model systems of peroxidation of cis -9-octadecenoic (oleic) acid and lipids from the liver homogenate of tilapia were estimated in vitro . The presence of sterically hindered hydroxy groups and a chromene moiety provides the prolonged antioxidant activity of new hydroxy derivatives of chalcones.

中文翻译:

查耳酮新羟基衍生物的合成及抗氧化活性

通过 3-乙酰基-2 H-chromen-2-one 与 2,4-二羟基-和 4-羟基-苯甲醛的缩合以及甲基 N-(4-乙酰苯基) 的羟醛巴豆缩合获得的查耳酮的新羟基衍生物氨基甲酸酯与 4-羟基-3,5-二(叔丁基)苯甲醛已被分离和表征。通过计算机模拟方法预测了合成化合物的广泛有希望的生物活性,包括自由基清除和抗氧化活性。在体外评估了来自罗非鱼肝脏匀浆的顺式 -9-十八碳烯酸(油酸)酸和脂质过氧化模型系统中的抗氧化和促氧化活性。位阻羟基和色烯部分的存在为查耳酮的新羟基衍生物提供了延长的抗氧化活性。
更新日期:2020-03-01
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