α-Glucosidase inhibitor from Buthus martensi Karsch

被引:64
作者
Kim, Shin-Duk [1 ]
机构
[1] Seokyeong Univ, Dept Chem & Biol Engn, Seoul 136704, South Korea
关键词
alpha-Glucosidase inhibitor; Buthus martensi Karsch; beta-Carboline; Glucopyranoside; Uncompetitive inhibitor;
D O I
10.1016/j.foodchem.2012.08.063
中图分类号
O69 [应用化学];
学科分类号
070301 [无机化学];
摘要
A bioassay-guided fractionation of an ethanol extract of Buthus martensi Karsch led to the isolation of a potent alpha-glucosidase inhibitor (compound S). The structure was elucidated as a novel beta-carboline glucoalkaloid, harmanyl beta-D-glucopyranoside, on the basis of spectral data, including H-1 NMR, C-13 NMR, H-1-H-1 COSY, NOESY, and HMBC. Compound S showed potent inhibitory activity against alpha-glucosidase, with an IC50 value of 24 mu M. A Lineweaver-Burk plot indicated that its inhibition of alpha-glucosidase was uncompetitive, with a Ki value of 16.1 mu M. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:297 / 300
页数:4
相关论文
共 18 条
[1]
Glycosidase inhibitors: update and perspectives on practical use [J].
Asano, N .
GLYCOBIOLOGY, 2003, 13 (10) :93R-104R
[2]
Baron AD, 1998, DIABETES RES CLIN PR, V40, pS51
[3]
Bladt S., 2001, PLANT DRUG ANAL THIN
[4]
C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF MONOSACCHARIDES [J].
BOCK, K ;
PEDERSEN, C .
ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1983, 41 :27-66
[5]
Antiviral effect of α-glucosidase inhibitors on viral morphogenesis and binding properties of hepatitis C virus-like particles [J].
Chapel, C ;
Garcia, C ;
Roingeard, P ;
Zitzmann, N ;
Dubuisson, J ;
Dwek, RA ;
Trépo, C ;
Zoulim, F ;
Durantel, D .
JOURNAL OF GENERAL VIROLOGY, 2006, 87 :861-871
[6]
Goss PE, 1995, CLIN CANCER RES, V1, P935
[7]
Vulcanine, a beta-carboline alkaloid from Haplophyllum vulcanicum [J].
Gozler, T ;
Gozler, B ;
Linden, A ;
Hesse, M .
PHYTOCHEMISTRY, 1996, 43 (06) :1425-1426
[8]
Novel α-glucosidase inhibitors from Macaranga tanarius leaves [J].
Gunawan-Puteri, Maria D. P. T. ;
Kawabata, Jun .
FOOD CHEMISTRY, 2010, 123 (02) :384-389
[9]
Effects of a medical food containing an herbal α-glucosidase inhibitor on postprandial glycemia and insulinemia in healthy adults [J].
Heacock, PM ;
Hertzler, SR ;
Williams, JA ;
Wolf, BW .
JOURNAL OF THE AMERICAN DIETETIC ASSOCIATION, 2005, 105 (01) :65-71
[10]
Ji YH, 1996, TOXICON, V34, P987, DOI 10.1016/0041-0101(96)00065-7