A dihydrochalcone and several homoisoflavonoids from Polygonatum odoratum are activators of adenosine monophosphate-activated protein kinase

被引:55
作者
Guo, Huanjie [1 ,2 ]
Zhao, Huanxin [1 ]
Kanno, Yuichiro [3 ]
Li, Wei [3 ]
Mu, Yanling [1 ]
Kuang, Xinzhu [3 ]
Inouye, Yoshio [3 ]
Koike, Kazuo [3 ]
Jiang, Haipeng [4 ]
Bai, Hong [1 ]
机构
[1] Shandong Acad Med Sci, Inst Mat Med, Jinan 250062, Shandong, Peoples R China
[2] Univ Jinan, Shandong Acad Med Sci, Sch Med & Life Sci, Jinan 250062, Shandong, Peoples R China
[3] Toho Univ, Fac Pharmaceut Sci, Funabashi, Chiba 2478510, Japan
[4] Wuhan Inst Technol, Sch Chem Engn & Pharm, Educ Minist, Key Lab Green Chem Proc, Wuhan 430073, Hubei, Peoples R China
关键词
Polygonatum odoratum; Homoisoflavonoids; Dihydrochalcone; AMPK activation; EMERGING DRUG TARGET; RAT-LIVER; HOMOISOFLAVANONES;
D O I
10.1016/j.bmcl.2013.04.027
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Adenosine monophosphate (AMP)-activated protein kinase (AMPK) is a major cellular energy sensor and master regulator of metabolic homeostasis; thus, AMPK plays a central role in studies on diabetes and related metabolic diseases. From the rhizomes of Polygonatum odoratum (Mill.) Druce, six homoisoflavonoids (1-6) and one dihydrochalcone (7) were isolated, and the structures of polygonatones A-D (4-7) were elucidated by various spectroscopic analyses. Compounds 1-7 were evaluated for their effect on AMPK activation. The amount of active phosphorylated AMPK and acetyl-CoA carboxylase in rat liver epithelial IAR-20 cells increased when the cells were incubated with the aforementioned compounds. Specifically, (3R)-5,7-dihydroxyl-6-methyl-8-methoxyl-3-(4'-hydroxylbenzyl)-chroman-4-one (1), (3R)-5,7-dihydroxyl- 6,8-dimethyl-3-(4'-hydroxylbenzyl)-chroman-4-one (2), (3R)-5,7-dihydroxyl-6-methyl-3-(4'-hydroxylbenzyl)-chroman-4-one (3), and polygonatone D (7) exhibited significant activation effects. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3137 / 3139
页数:3
相关论文
共 17 条
[1]   ABSOLUTE-CONFIGURATION OF HOMOISOFLAVANONES FROM MUSCARI SPECIES [J].
ADINOLFI, M ;
BARONE, G ;
CORSARO, MM ;
MANGONI, L ;
LANZETTA, R ;
PARRILLI, M .
TETRAHEDRON, 1988, 44 (15) :4981-4988
[2]  
[Anonymous], 1993, DICT TRADITIONAL CHI, V1, P1331
[3]   A steroidal glycoside from Polygonatum odoratum (Mill.) Druce. improves insulin resistance but does not alter insulin secretion in 90% pancreatectomized rats [J].
Choi, SB ;
Park, S .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2002, 66 (10) :2036-2043
[4]   REGULATION OF HMG-COA REDUCTASE - IDENTIFICATION OF THE SITE PHOSPHORYLATED BY THE AMP-ACTIVATED PROTEIN-KINASE INVITRO AND IN INTACT RAT-LIVER [J].
CLARKE, PR ;
HARDIE, DG .
EMBO JOURNAL, 1990, 9 (08) :2439-2446
[5]   A stilbene and dihydrochalcones with radical scavenging activities from Loiseleuria procumbens [J].
Cuendet, M ;
Potterat, O ;
Salvi, A ;
Testa, B ;
Hostettmann, K .
PHYTOCHEMISTRY, 2000, 54 (08) :871-874
[6]   Phenolic Compounds from Caesalpinia sappan Heartwood and Their Anti-inflammatory Activity [J].
Cuong, To Dao ;
Tran Manh Hung ;
Kim, Jin Cheol ;
Kim, Eun Hee ;
Woo, Mi Hee ;
Choi, Jae Sue ;
Lee, Jeong Hyung ;
Min, Byung Sun .
JOURNAL OF NATURAL PRODUCTS, 2012, 75 (12) :2069-2075
[7]   DIURNAL RHYTHM OF PHOSPHORYLATION OF RAT-LIVER ACETYL COA CARBOXYLASE BY THE AMP-ACTIVATED PROTEIN-KINASE, DEMONSTRATED USING FREEZE-CLAMPING - EFFECTS OF HIGH-FAT DIETS [J].
DAVIES, SP ;
CARLING, D ;
MUNDAY, MR ;
HARDIE, DG .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1992, 203 (03) :615-623
[8]   Saponin rich fractions from Polygonatum odoratum (Mill.) Druce with more potential hypoglycemic effects [J].
Deng, Yafei ;
He, Kai ;
Ye, Xiaoli ;
Chen, Xin ;
Huang, Jing ;
Li, Xuegang ;
Yuan, Lujiang ;
Jin, Yalan ;
Jin, Qing ;
Li, Panpan .
JOURNAL OF ETHNOPHARMACOLOGY, 2012, 141 (01) :228-233
[9]   AMP-Activated Protein Kinase: A Target for Drugs both Ancient and Modern [J].
Hardie, D. Grahame ;
Ross, Fiona A. ;
Hawley, Simon A. .
CHEMISTRY & BIOLOGY, 2012, 19 (10) :1222-1236
[10]   5′ AMP-activated protein kinase activation causes GLUT4 translocation in skeletal muscle [J].
Kurth-Kraczek, EJ ;
Hirshman, MF ;
Goodyear, LJ ;
Winder, WW .
DIABETES, 1999, 48 (08) :1667-1671