Rational design of platinum(IV) compounds to overcome glutathione-S-transferase mediated drug resistance

被引：293

作者：

Ang, WH

Khalaila, I

Allardyce, CS

Juillerat-Jeanneret, L

Dyson, PJ ^{[1
]}

机构：

[1] Ecole Polytech Fed Lausanne, BCH, Inst Sci & Ingn Chim, CH-1015 Lausanne, Switzerland

[2] Univ Lausanne, CHU Vaudois, Inst Pathol, CH-1011 Lausanne, Switzerland

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 05期

关键词：

D O I：

10.1021/ja0432618

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A rationally designed Pt(IV) anticancer compound is described, employing the novel concept of tethering an inhibitor of glutathione-S-transferase, an enzyme associated with Pt-based drug-resistance, to cisplatin. Its enzyme inhibition activity, investigated using spectrophotometric and mass spectrometry-based techniques, and cytotoxic profile in resistant cancer cells are described. Copyright © 2005 American Chemical Society.

引用

收藏

页码：1382 / 1383

页数：2

相关论文

共 17 条

[1] Thiol ester hydrolysis catalyzed by glutathione S-transferase A1-1 [J].

Dietze, EC ;

Grillo, MP ;

Kalhorn, T ;

Nieslanik, BS ;

Jochheim, CM ;

Atkins, WM .

BIOCHEMISTRY, 1998, 37 (42) :14948-14957

[2] Glutathione S-transferase activity in epithelial ovarian cancer: Association with response to chemotherapy and disease outcome [J].

Ferrandina, G ;

Scambia, G ;

Damia, G ;

Tagliabue, G ;

Fagotti, A ;

Panici, PB ;

Mangioni, C ;

Mancuso, S ;

DIncalci, M .

ANNALS OF ONCOLOGY, 1997, 8 (04) :343-350

[3] Biochemical modulation of cisplatin mechanisms of action:: Enhancement of antitumor activity and circumvention of drug resistance [J].

Fuertes, MA ;

Alonso, C ;

Pérez, JM .

CHEMICAL REVIEWS, 2003, 103 (03) :645-662

[4] Carboxylation of dihydroxoplatinum(IV) complexes via a new synthetic pathway [J].

Galanski, M ;

Keppler, BK .

INORGANIC CHEMISTRY, 1996, 35 (06) :1709-&

[5] CARBOXYLATION OF KINETICALLY INERT PLATINUM(IV) HYDROXY COMPLEXES - AN ENTREE INTO ORALLY-ACTIVE PLATINUM(IV) ANTITUMOR AGENTS [J].

GIANDOMENICO, CM ;

ABRAMS, MJ ;

MURRER, BA ;

VOLLANO, JF ;

RHEINHEIMER, MI ;

WYER, SB ;

BOSSARD, GE ;

HIGGINS, JD .

INORGANIC CHEMISTRY, 1995, 34 (05) :1015-1021

[6] Overexpression of glutathione S-transferase π enhances the adduct formation of cisplatin with glutathione in human cancer cells [J].

Goto, S ;

Iida, T ;

Cho, S ;

Oka, M ;

Kohno, S ;

Kondo, T .

FREE RADICAL RESEARCH, 1999, 31 (06) :549-558

[7] Platinum(IV) antitumour compounds: their bioinorganic chemistry [J].

Hall, MD ;

Hambley, TW .

COORDINATION CHEMISTRY REVIEWS, 2002, 232 (1-2) :49-67

[8] Isozyme specific glutathione S-transferase inhibitors potentiate drug sensitivity in cultured human tumor cell lines [J].

Morgan, AS ;

Ciaccio, PJ ;

Tew, KD ;

Kauvar, LN .

CANCER CHEMOTHERAPY AND PHARMACOLOGY, 1996, 37 (04) :363-370

[9] Reversal of multiple drug resistance in cholangiocarcinoma by the glutathione S-transferase-π-specific inhibitor O1-hexadecyl-γ-glutamyl-S-benzylcysteinyl-D-phenylglycine ethylester [J].

Nakajima, T ;

Takayama, T ;

Miyanishi, K ;

Nobuoka, A ;

Hayashi, T ;

Abe, T ;

Kato, J ;

Sakon, K ;

Naniwa, Y ;

Tanabe, H ;

Niitsu, Y .

JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 2003, 306 (03) :861-869

[10]

Niitsu Y, 1998, CHEM-BIOL INTERACT, V112, P325