Synthesis of ECG ((-)-epicatechin gallate) acylated derivatives as new inhibitors of α-amylase and their mechanism on delaying starch digestion  

作　　者：Shan Wang Chao Jiang Huijuan Jing Xiaojing Du Song Zhu Hongxin Wang Chaoyang Ma 

机构地区：[1]State Key Laboratory of Food Science and Technology,Jiangnan University,Wuxi,Jiangsu,214122,China [2]School of Food Science and Technology,Jiangnan University,Wuxi,Jiangsu,214122,China [3]International Joint Laboratory on Food Safety,Jiangnan University,Wuxi,Jiangsu,214122,China

出　　处：《Food Bioscience》2023年第2期1018-1027,共10页食品生物科学（英文）

基　　金：This work was supported financially by National Natural Science Foundation of China(NSFC)(NO.32172234);national food science and engineering first-class discipline construction project(NO.JUFSTR20180204,China);the national key research and development plan in the 13th Five-Year(NO.2017YFD0400803,China).

摘　　要：(-)-Epicatechin gallate(ECG),as a naturalα-amylase inhibitor,has received extensive attention.However,poor liposolubility of ECG limits its application.In this study,lipophilic derivatives of ECG(1A-ECG,2A-ECG,1B-ECG,and 2B-ECG)were synthesized by Lipozyme TLIM(Thennomyces lanuginosus)and their mechanism on delaying starch digestion was investigated.The results showed that the conversion of ECG exceeded 70%under optimal conditions.Interestingly,compared with ECG,the inhibitory activities of ECG derivatives onα-amylase decreased,while the inhibitory activity of 1A-ECG onα-amylase increased.Though the main force between ECG and 1A-ECG withα-amylase was induced by hydrogen bond,hydrophobic interaction was the main force between other derivatives withα-amylase.However,the addition of four ECG derivatives can effectively reduce the proportion of rapidly digestible starch,and delay the digestion of starch.This study may expand the applications of ECG and provide a theoretical basis for 1A-ECG to delay the digestion of starch.

关 键 词：ECG derivatives Α-AMYLASE Fluorescence quenching Molecular docking Simulated digestion 

分 类 号：TS201[轻工技术与工程—食品科学]