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基于喹啉的苯并[d]咪唑类化合物的设计、合成及不同乙酰苯胺衍生物的计算机模拟研究作为有效的α-葡萄糖苷酶抑制剂。

Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors.

机构信息

Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran.

Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran.

出版信息

Sci Rep. 2022 Aug 18;12(1):14019. doi: 10.1038/s41598-022-18455-7.

DOI:10.1038/s41598-022-18455-7
PMID:35982225
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9386204/
Abstract

In this study, 18 novel quinoline-based-benzo[d]imidazole derivatives were synthesized and screened for their α-glucosidase inhibitory potential. All compounds in the series except 9q showed a significant α-glucosidase inhibition with IC values in the range of 3.2 ± 0.3-185.0 ± 0.3 µM, as compared to the standard drug acarbose (IC = 750.0 ± 5.0 µM). A kinetic study indicated that compound 9d as the most potent derivative against α-glucosidase was a competitive type inhibitor. Furthermore, the molecular docking study revealed the effective binding interactions of 9d with the active site of the α-glucosidase enzyme. The results indicate that the designed compounds have the potential to be further studied as new anti-diabetic agents.

摘要

在这项研究中，合成了 18 种新型的喹啉基苯并[d]咪唑衍生物，并对其α-葡萄糖苷酶抑制潜力进行了筛选。该系列化合物中除了 9q 之外，其余化合物均表现出显著的α-葡萄糖苷酶抑制活性，IC 值范围为 3.2 ± 0.3-185.0 ± 0.3 μM，与标准药物阿卡波糖（IC = 750.0 ± 5.0 μM）相比。动力学研究表明，化合物 9d 是对α-葡萄糖苷酶抑制作用最强的衍生物，是一种竞争性抑制剂。此外，分子对接研究表明，9d 与α-葡萄糖苷酶活性部位的有效结合相互作用。结果表明，设计的化合物具有作为新型抗糖尿病药物进一步研究的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/666e0cc350dc/41598_2022_18455_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/931a1337578a/41598_2022_18455_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/08249f5ea3c2/41598_2022_18455_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/6dcfb7ebfa5c/41598_2022_18455_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/d859de2ea9cd/41598_2022_18455_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/666e0cc350dc/41598_2022_18455_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/931a1337578a/41598_2022_18455_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/08249f5ea3c2/41598_2022_18455_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/6dcfb7ebfa5c/41598_2022_18455_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/d859de2ea9cd/41598_2022_18455_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f554/9388650/666e0cc350dc/41598_2022_18455_Fig5_HTML.jpg

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