Evodiamine as a novel antagonist of aryl hydrocarbon receptor

被引：18

作者：

Yu, Hui ^{[1
,2
]}

Tu, Yongjiu ^{[1
]}

Zhang, Chun ^{[1
]}

Fan, Xia ^{[1
]}

Wang, Xi ^{[1
]}

Wang, Zhanli ^{[3
]}

Liang, Huaping ^{[1
]}

机构：

[1] Third Mil Med Univ, Daping Hosp, Inst Surg Res, Dept 1,State Key Lab Trauma Burns & Combined Inju, Chongqing 400042, Peoples R China

[2] Tongji Univ, Affiliated Peoples Hosp 10, Dept Lab Med, Shanghai 200072, Peoples R China

[3] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R China

来源：

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS | 2010年 / 402卷 / 01期

基金：

中国国家自然科学基金;

关键词：

Aryl hydrocarbon receptor; Evodiamine; Docking; Homology modeling; Antagonist; AH RECEPTOR; ACTIVATION; CELLS; TRANSFORMATION; EXPRESSION; FLAVONES; DIVERSE; INHIBIT; DIOXIN; CYP1A1;

D O I：

10.1016/j.bbrc.2010.09.122

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Evodiamine, the major bioactive alkaloid isolated from Wu-Chu-Yu, has been shown to interact with a wide variety of proteins and modify their expression and activities. In this study, we investigated the interaction between evodiamine and the aryl hydrocarbon receptor (AhR). Molecular modeling results revealed that evodiamine directly interacted with the AhR. Cytosolic receptor binding assay also provided the evidence that evodiamine could interact with the AhR with the K-i value of 28.4 +/- 4.9 nM. In addition, we observed that evodiamine suppressed the 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) induced nuclear translocation of the AhR and the expression of CYP1A1 dose-dependently. These results suggested that evodiamine was able to bind to the AhR as ligand and exhibit antagonistic effects. (C) 2010 Elsevier Inc. All rights reserved.

引用

页码：94 / 98

页数：5

共 21 条

[1] Flavones and flavonols at dietary levels inhibit a transformation of aryl hydrocarbon receptor induced by dioxin [J].

Ashida, H ;

Fukuda, I ;

Yamashita, T ;

Kanazawa, K .

FEBS LETTERS, 2000, 476 (03) :213-217

[2] Modeling of the Aryl Hydrocarbon Receptor (AhR) Ligand Binding Domain and Its Utility in Virtual Ligand Screening to Predict New AhR Ligands [J].

Bisson, William H. ;

Koch, Daniel C. ;

O'Donnell, Edmond F. ;

Khalil, Sammy M. ;

Kerkvliet, Nancy I. ;

Tanguay, Robert L. ;

Abagyan, Ruben ;

Kolluri, Siva Kumar .

JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (18) :5635-5641

[3] The effect of aryl hydrocarbon receptor ligands on the expression of AhR, AhRR, ARNT, Hif1α, CYP1A1 and NQO1 genes in rat liver [J].

Brauze, Damian ;

Widerak, Magdalena ;

Cwykiel, Joanna ;

Szyfter, Krzysztof ;

Baer-Dubowska, Wanda .

TOXICOLOGY LETTERS, 2006, 167 (03) :212-220

[4] Molecular basis of agonism and antagonism in the oestrogen receptor [J].

Brzozowski, AM ;

Pike, ACW ;

Dauter, Z ;

Hubbard, RE ;

Bonn, T ;

Engstrom, O ;

Ohman, L ;

Greene, GL ;

Gustafsson, JA ;

Carlquist, M .

NATURE, 1997, 389 (6652) :753-758

[5]

CHENG Y, 1973, BIOCHEM PHARMACOL, V22, P3099

[6] Activation of the aryl hydrocarbon receptor by structurally diverse exogenous and endogenous chemicals [J].

Denison, MS ;

Nagy, SR .

ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, 2003, 43 :309-334

[7] Evodiamine, a constituent of Evodiae Fructus, induces anti-proliferating effects in tumor cells [J].

Fei, XF ;

Wang, BX ;

Li, TJ ;

Tashiro, S ;

Minami, M ;

Xing, DJ ;

Ikejima, T .

CANCER SCIENCE, 2003, 94 (01) :92-98

[8] Analysis of structural requirements for Ah receptor antagonist activity: Ellipticines, flavones, and related compounds [J].

Gasiewicz, TA ;

Kende, AS ;

Rucci, G ;

Whitney, B ;

Willey, JJ .

BIOCHEMICAL PHARMACOLOGY, 1996, 52 (11) :1787-1803

[9] The aryl hydrocarbon receptor: A comparative perspective [J].

Hahn, ME .

COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY C-TOXICOLOGY & PHARMACOLOGY, 1998, 121 (1-3) :23-53

[10] Diverse, high-quality test set for the validation of protein-ligand docking performance [J].

Hartshorn, Michael J. ;

Verdonk, Marcel L. ;

Chessari, Gianni ;

Brewerton, Suzanne C. ;

Mooij, Wijnand T. M. ;

Mortenson, Paul N. ;

Murray, Christopher W. .

JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (04) :726-741

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