Improving Regulation of Polymeric Proanthocyanidins and Tea Polyphenols against Postprandial Hyperglycemia <i>via</i> Acid-Catalyzed Transformation
Yì Wáng, Xinlei Xu, Jianle Chen, Xingqian Ye, Haibo Pan, Shiguo Chen
Abstract
A novel protocol was established to synthesize novel α-glucosidase inhibitors (prodelphinidin B gallates) from proanthocyanidins from Chinese bayberry leaves (BLPs) and epigallocatechin gallate (EGCG) via acid-catalyzed transformation, which had improved regulation against postprandial hyperglycemia. Their structural–activity relationship was clarified by enzymatic kinetics, multispectroscopic method, molecular docking analysis, and sucrose loading test. ProDB MG and DG were noncompetitive inhibitors of α-glucosidase with IC50 values of 7.82 and 7.52 μg/mL, respectively. They bound with α-glucosidase spontaneously through van der Waals force and hydrogen bonding interaction, inducing the change of spatial conformation and secondary structure of α-glucosidase. Molecular docking studies suggested that proDB MG and DG attached to another one nonactive pocket with strong affinity. ProDB DG exerted significant improvement of postprandial hyperglycemia in a dose-dependent manner. Hence, proDB MG and DG, potential antidiabetic compounds, alleviate postprandial hyperglycemia by inhibiting α-glucosidase.