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合成、抗菌和一些新的 2,3-二氢喹唑啉-4(1H)-酮衍生物的分子对接研究。

Synthesis, Antimicrobial and Molecular Docking studies of Some New Derivatives of 2,3-Dihydroquinazolin-4(1H)-one.

机构信息

urmia university.

出版信息

Acta Chim Slov. 2022 Sep 26;69(3):619-628. doi: 10.17344/acsi.2022.7512.

Abstract

In the present study a series of novel 2-(substituted phenyl)-3-(5-phenyl-1,3,4-thiadiazol-2-yl)-2,3-dihydroquinazolin-4(1H)-one derivatives were synthesized by refluxing isatoic anhydride, 5-phenyl-1,3,4-thiadiazol-2-amine and aromatic aldehydes in the presence of p-TsOH as the catalyst and in H2O as the solvent and characterized by spectroscopic data and analytical methods. Antibacterial and antifungal activity of the title compounds were evaluated against two Gram positive and two Gram negative bacterial strains and strains of fungi and compared with standard drugs, using well diffusion method minimum bactericidal/fungicidal concentration were determined. The potential α-amylase and α-glucosidase inhibitory activity of compounds 4a-l were investigated in silico using molecular docking simulation method. Therefore, these 2,3-dihydroquinazolin-4(1H)-one derivatives may be considered as promising candidates for the development of new classes of antimicrobial and antidiabetic drugs.

摘要

在本研究中,通过在对甲苯磺酸(p-TsOH)作为催化剂和 H2O 作为溶剂的条件下,使异邻苯二甲酰亚胺、5-苯基-1,3,4-噻二唑-2-胺和芳香醛回流,合成了一系列新型 2-(取代苯基)-3-(5-苯基-1,3,4-噻二唑-2-基)-2,3-二氢喹唑啉-4(1H)-酮衍生物,并通过光谱数据和分析方法进行了表征。采用琼脂平板扩散法测定了标题化合物对两种革兰氏阳性和两种革兰氏阴性细菌菌株以及真菌菌株的抑菌和抗真菌活性,并与标准药物进行了比较,最低杀菌/抑菌浓度(MBC/MIC)也进行了测定。采用分子对接模拟方法对化合物 4a-l 的潜在α-淀粉酶和α-葡萄糖苷酶抑制活性进行了计算机模拟研究。因此,这些 2,3-二氢喹唑啉-4(1H)-酮衍生物可被视为开发新型抗菌和抗糖尿病药物的有前途的候选物。

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