Glucose uptake enhancing activity of puerarin and the role of C-glucoside suggested from activity of related compounds

被引:31
作者
Kato, Eisuke [1 ]
Kawabata, Jun [1 ]
机构
[1] Hokkaido Univ, Grad Sch Agr, Div Appl Biosci, Lab Food Biochem,Kita Ku, Sapporo, Hokkaido 0608589, Japan
关键词
Puerarin; Isoflavone; Diabetes mellitus; PPAR gamma; Glucose uptake; RAT SOLEUS MUSCLE; KAEMPFEROL; CELLS;
D O I
10.1016/j.bmcl.2010.06.077
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Chemical treatment of diabetes mellitus is widely studied and controlling of blood glucose level is the main course of therapy. In type 2 diabetes mellitus, insulin resistance is the major problem. An isoflavone C-glucoside, puerarin (1), is known to enhance glucose uptake into the insulin sensitive cell and is thought to be a candidate for treatment of diabetes mellitus. We synthesized 1 and several derivatives to apply for the structure-activity relationship study. The result against 3T3-L1 adipocyte indicated that the C-glucoside part of 1 is unconcerned in its activity when tested in vitro and the main structure responsible for its activity was the isoflavone moiety. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4333 / 4336
页数:4
相关论文
共 14 条
[1]   Anti-inflammatory effects of isoflavones are dependent on flow and human endothelial cell PPARγ [J].
Chacko, Balu K. ;
Chandler, Robert T. ;
D'Alessandro, Tracy L. ;
Mundhekar, Ameya ;
Khoo, Nicholas K. H. ;
Botting, Nigel ;
Barnes, Stephen ;
Patel, Rakesh P. .
JOURNAL OF NUTRITION, 2007, 137 (02) :351-356
[2]   C-GLYCOSYLFLAVONOIDS .2. SYNTHESIS OF 7,4'-DI-O-METHYLPUERARIN (8-C-BETA-D-GLUCOPYRANOSYL-7,4'-DIMETHOXYISOFLAVONE) [J].
EADE, RA ;
MCDONALD, FJ ;
PHAM, HP .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1978, 31 (12) :2699-2706
[3]  
FAN LL, 1984, ACTA PHARMACOL SINIC, V19, P801
[4]   Kaempferol and quercetin isolated from Euonymus alatus improve glucose uptake of 3T3-L1 cells without adipogenesis activity [J].
Fang, Xian-Kang ;
Gao, Jie ;
Zhu, Dan-Ni .
LIFE SCIENCES, 2008, 82 (11-12) :615-622
[5]   Antihyperglycemic effect of puerarin in streptozotocin-induced diabetic rats [J].
Hsu, FL ;
Liu, IM ;
Kuo, DH ;
Chen, WC ;
Su, HC ;
Cheng, JT .
JOURNAL OF NATURAL PRODUCTS, 2003, 66 (06) :788-792
[6]   Insulinomimetic effects of kaempferitrin on glycaemia and on 14C-glucose uptake in rat soleus muscle [J].
Jorge, AP ;
Horst, H ;
de Sousa, E ;
Pizzolatti, MG ;
Silva, FRMB .
CHEMICO-BIOLOGICAL INTERACTIONS, 2004, 149 (2-3) :89-96
[7]   Total synthesis of puerarin, an isoflavone C-glycoside [J].
Lee, DYW ;
Zhang, WY ;
Karnati, VVR .
TETRAHEDRON LETTERS, 2003, 44 (36) :6857-6859
[8]   AN ANTIDIABETIC THIAZOLIDINEDIONE IS A HIGH-AFFINITY LIGAND FOR PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR GAMMA(PPAR-GAMMA) [J].
LEHMANN, JM ;
MOORE, LB ;
SMITHOLIVER, TA ;
WILKISON, WO ;
WILLSON, TM ;
KLIEWER, SA .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1995, 270 (22) :12953-12956
[9]  
MURAKAMI T, 1960, CHEM PHARM BULL, V8, P688
[10]  
*WHO, 312 WHO