Garg Pooja, Bhatt Harshil Samir, Roy Sanjit Kumar, Reddy Sabbasani Rajasekhara
Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore, 632014 India.
Center for Bio Separation and Technology, Vellore Institute of Technology, Vellore, 632014 India.
3 Biotech. 2025 Feb;15(2):38. doi: 10.1007/s13205-024-04194-1. Epub 2025 Jan 11.
Coumarin derivatives are one of the naturally occurring bioactive molecule. Dihydropyrano coumarins are one of the medicinally important derivatives of coumarin which have been reported to exhibit various bioactivity. However, there are no reports on their antihyperglycemic activities. Herein, we report their antihyperglycemic potential through α-Amylase inhibition. In this study, a series of 24 derivatives of dihydropyrano coumarins was synthesized and studied for alpha-Amylase inhibitory activity. All the derivatives of dihydropyrano coumarins (4a-x) were screened via molecular docking studies against human pancreatic alpha-Amylase (PDB id: 2QV4) followed by DNS assay to check their α-Amylase inhibitory potential. Six derivatives with -chloro(4b), -nitro(4c), -nitro(4o), -cyano(4q), -allyloxy(4t) and -dimethoxy(4v) displayed best binding with the α-Amylase enzyme via H-bond and Pi-alkyl interactions. Also, their physicochemical parameters revealed their drug likeliness. Further through DNS assay, minimal inhibitory concentration, i.e., IC values of these six derivatives were calculated. All the six derivatives possess IC values in the range 5.67 ± 0.02 to 8.92 ± 0.64 µM comparable to standard acarbose (0.85 ± 0.01 µM). Further DFT analysis gave a comparative study of band gap energy of most potent compound 4o with that of standard acarbose.
The online version contains supplementary material available at 10.1007/s13205-024-04194-1.
香豆素衍生物是天然存在的生物活性分子之一。二氢吡喃香豆素是香豆素的重要药用衍生物之一，据报道具有多种生物活性。然而，关于它们的抗高血糖活性尚无报道。在此，我们通过α-淀粉酶抑制作用报告它们的抗高血糖潜力。在本研究中，合成了一系列24种二氢吡喃香豆素衍生物，并研究了其α-淀粉酶抑制活性。通过分子对接研究，针对人胰腺α-淀粉酶（PDB编号：2QV4）对所有二氢吡喃香豆素衍生物（4a-x）进行筛选，随后通过DNS测定法检查它们的α-淀粉酶抑制潜力。六种带有氯（4b）、硝基（4c）、硝基（4o）、氰基（4q）、烯丙氧基（4t）和二甲氧基（4v）的衍生物通过氢键和π-烷基相互作用与α-淀粉酶表现出最佳结合。此外，它们的理化参数显示出它们具有药物相似性。进一步通过DNS测定法，计算了这六种衍生物的最低抑菌浓度，即IC值。所有六种衍生物的IC值在5.67±0.02至8.92±0.64μM范围内，与标准阿卡波糖（0.85±0.01μM）相当。进一步的密度泛函理论（DFT）分析对最有效的化合物4o与标准阿卡波糖的带隙能量进行了比较研究。
在线版本包含可在10.1007/s13205-024-04194-1获取的补充材料。
