Dihydrochalcone-derived polyphenols from tea crab apple (Malus hupehensis) and their inhibitory effects on α-glucosidase in vitro

Qiuyue Lv, Yushan Lin, Zhexu Tan, Baoping Jiang, Lijia Xu, Haiqin Ren, William C S TAI, Chi On Chan, Chi Sing LEE, Zhengbing Gu, Daniel K.W. Mok, Sibao Chen

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

Three dihydrochalcone-derived polyphenols, huperolides A-C (1-3), along with thirteen known compounds (4-16) were isolated from the leaves of Malus hupehensis, the well-known tea crab apple in China. Their chemical structures were elucidated by extensive spectroscopic analysis including NMR (HSQC, HMBC, 1H-1H COSY and ROESY), HRMS and CD spectra. Huperolide A is a polyphenol with a new type of carbon skeleton, while huperolides B and C are a couple of atropisomers, which were isolated from natural sources for the first time. The antihyperglycemic effects of the isolated compounds were evaluated based on assaying their inhibitory activities against α-glucosidase. As a result, phlorizin (4), 3-hydroxyphloridzin (5), 3-O-coumaroylquinic acid (12) and β-hydroxypropiovanillone (15) showed significant concentration-dependent inhibitory effects on α-glucosidase. Therefore, those compounds might be responsible for the antihyperglycemic effect of this herb, and are the most promising compounds to lead discovery of drugs against diabetes.

Original languageEnglish
Pages (from-to)2881-2887
Number of pages7
JournalFood and Function
Volume10
Issue number5
DOIs
Publication statusPublished - May 2019

Scopus Subject Areas

  • Food Science

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