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Green one-pot multicomponent synthesis, biological evaluation and theoretical investigations of some novel β-acetamido ketone derivatives as potent cholinesterase inhibitors
Tetrahedron ( IF 2.1 ) Pub Date : 2020-05-11 , DOI: 10.1016/j.tet.2020.131260
Adil Ziadi Chibane , Raouf Boulcina , Houssem Boulebd , Chawki Bensouici , Muhammet Yildirim , Abdelmadjid Debache

A series of novel β-acetamido ketones have been prepared via a four-component condensation between aromatic aldehydes, enolizable ketones, acyl chloride and acetonitrile in the presence of 10 mol% of phenylboronic acid as a catalyst. The expected products have been obtained in good to excellent yields. In addition, in vitro cholinesterase inhibitory activity of title compounds has been studied and the results indicated that some compounds exhibited remarkable BChE activity. In order to gain insights into the molecular structure and chemical reactivity of the synthesized β-acetamido ketones, density functional theory (DFT) calculations were also carried out.



中文翻译:

绿色的一锅多组分合成,一些有效的胆碱酯酶抑制剂的新型β-乙酰氨基酮衍生物的生物学评估和理论研究

通过在10摩尔%的苯基硼酸作为催化剂的存在下,通过芳族醛,可烯化的酮,酰氯和乙腈之间的四组分缩合,制备了一系列新型的β-乙酰氨基酮。获得了预期的产品,收率良好。另外,对标题化合物的体外胆碱酯酶抑制活性进行了研究,结果表明某些化合物具有显着的BChE活性。为了深入了解合成的β-乙酰氨基酮的分子结构和化学反应性,还进行了密度泛函理论(DFT)计算。

更新日期:2020-05-11
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