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设计并简便合成 1,3-二芳基-3-(芳氨基)丙-1-酮衍生物作为潜在的α-淀粉酶抑制剂和抗氧化剂。

Design, and facile synthesis of 1,3 diaryl-3-(arylamino)propan-1-one derivatives as the potential alpha-amylase inhibitors and antioxidants.

机构信息

Department of Pharmaceutical Chemistry, Kabul University, Kabul, Afghanistan; Department of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Lovely Professional University, Phagwara, Punjab 144411, India.

Department of Pharmaceutical Chemistry, School of Pharmaceutical Sciences, Lovely Professional University, Phagwara, Punjab 144411, India.

出版信息

Bioorg Chem. 2019 Feb;82:156-162. doi: 10.1016/j.bioorg.2018.10.010. Epub 2018 Oct 9.

Abstract

Diabetes is the most prevalent metabolic disorder causing a high rate of mortality and morbidity. Recently alpha-amylase is reported to be good drug design target for the treatment of diabetes mellitus. We have designed 116 molecules based on aza-Michael adduct of trans-chalcone as 1,3 diaryl-3-(arylamino)propan-1-ones which were studied by molecular docking and among them best six derivatives were synthesized easily via aza-Michael addition on trans-chalcone using KOH as a catalyst and evaluated for alpha-amylase inhibition along with antioxidant activity. It was observed that all compounds have alpha-amylase inhibitory activity but at different extents. The molecule 3e is the most potent alpha-amylase inhibitor of this series. 3a is the second most potent compound, whereas only one molecule 3d has shown antioxidant activity.

摘要

糖尿病是最常见的代谢紊乱疾病,导致高死亡率和发病率。最近,α-淀粉酶被报道为治疗糖尿病的良好药物设计靶点。我们设计了 116 种基于反式查尔酮氮杂迈克尔加成物的 1,3-二芳基-3-(芳氨基)丙-1-酮类化合物,通过分子对接进行了研究,其中最好的六个衍生物通过使用 KOH 作为催化剂的氮杂迈克尔加成反应很容易合成,并对α-淀粉酶抑制作用及抗氧化活性进行了评价。结果表明,所有化合物均具有α-淀粉酶抑制活性,但程度不同。分子 3e 是该系列中最有效的α-淀粉酶抑制剂。3a 是第二个最有效的化合物,而只有一个分子 3d 表现出抗氧化活性。

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