TY - JOUR
T1 - Dihydrochalcone-derived polyphenols from tea crab apple (
T2 - Malus hupehensis) and their inhibitory effects on α-glucosidase in vitro
AU - Lv, Qiuyue
AU - Lin, Yushan
AU - Tan, Zhexu
AU - Jiang, Baoping
AU - Xu, Lijia
AU - Ren, Haiqin
AU - Tai, William Chi Shing
AU - Chan, Chi On
AU - Lee, Chi Sing
AU - Gu, Zhengbing
AU - Mok, Daniel K.W.
AU - Chen, Sibao
PY - 2019/5
Y1 - 2019/5
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85066117309&partnerID=8YFLogxK
U2 - 10.1039/c9fo00229d
DO - 10.1039/c9fo00229d
M3 - Journal article
C2 - 31070208
AN - SCOPUS:85066117309
VL - 10
SP - 2881
EP - 2887
JO - Food and Function
JF - Food and Function
SN - 2042-6496
IS - 5
ER -
