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新型双苯并咪唑衍生物作为α-葡萄糖苷酶抑制剂的分子对接研究与合成

Molecular docking studies and synthesis of novel bisbenzimidazole derivatives as inhibitors of α-glucosidase.

作者信息

Özil Musa, Emirik Mustafa, Beldüz Ali, Ülker Serdar

机构信息

Department of Chemistry, Recep Tayyip Erdogan University, 53100 Rize, Turkey.

Department of Chemistry, Recep Tayyip Erdogan University, 53100 Rize, Turkey.

出版信息

Bioorg Med Chem. 2016 Nov 1;24(21):5103-5114. doi: 10.1016/j.bmc.2016.08.024. Epub 2016 Aug 20.

Abstract

A series of bisbenzimidazole derivatives starting from o-phenylenediamine and 4-nitro-o-phenylenediamine were prepared with oxalic acid. Most of the reactions were conducted using both the microwave and conventional methods to compare yields and reaction times. The operational simplicity, environmental friendly conditions and high yield in a significantly short reaction time were the major benefits. All substances' inhibitory activities against α-glucosidase were evaluated. The results may suggest a significant role for the nature of bisbenzimidazole compounds in their inhibitory action against α-glucosidase. They showed different range of α-glucosidase inhibitory potential with IC value ranging between 0.44±0.04 and 6.69±0.01μM when compared to the standard acarbose (IC, 13.34±1.26μM). This has described a new class of α-glucosidase inhibitors. Molecular docking studies were done for all compounds to identify important binding modes responsible for inhibition activity of α-glucosidase.

摘要

以邻苯二胺和4-硝基邻苯二胺为原料,与草酸反应制备了一系列双苯并咪唑衍生物。大多数反应采用微波法和传统方法进行,以比较产率和反应时间。操作简便、环境友好且反应时间显著缩短时产率高是其主要优点。评估了所有物质对α-葡萄糖苷酶的抑制活性。结果可能表明双苯并咪唑化合物的性质在其对α-葡萄糖苷酶的抑制作用中起重要作用。与标准阿卡波糖(IC,13.34±1.26μM)相比,它们表现出不同范围的α-葡萄糖苷酶抑制潜力,IC值在0.44±0.04至6.69±0.01μM之间。这描述了一类新型的α-葡萄糖苷酶抑制剂。对所有化合物进行了分子对接研究,以确定负责α-葡萄糖苷酶抑制活性的重要结合模式。

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