Synthesis and protective effects of coumarin derivatives against oxidative stress induced by doxorubicin

被引：62

作者：

Beillerot, Adeline

Dominguez, Juan-Carlos Rodriguez

Kirsch, Gilbert

Bagrel, Denyse ^{[1
]}

机构：

[1] Univ Paul Verlaine, Lab Ingn Mol & Biochim Pharmacol, Metz, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 03期

关键词：

coumarins; organic synthesis; oxidative stress; breast cancer;

D O I：

10.1016/j.bmcl.2007.12.004

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The use of doxorubicin (DOX) in the treatment of solid tumors is limited by cardiotoxicity essentially due to oxidative stress generation. The aim of this study was to identify coumarin derivatives displaying a protective antioxidant activity without affecting DOX antitumoral efficiency. A set of eighteen coumarinic derivatives was synthesized. Their antioxidant power was evaluated in vitro with the FRAP (ferric reducing ability of plasma) method and in human breast adenocarcinoma MCF7 cells using H,DCFDA (2',7'-dichlorodihydrofluorescein diacetate) in a cytometric analysis. 4-Methyl-7,8-dihydroxycoumarin was found to exhibit an important antioxidant strength, a low cytotoxicity, and could decrease ROS (reactive oxygen species) production generated by DOX treatment without affecting DOX cytotoxicity in MCF7 cells. (C) 2007 Elsevier Ltd. All rights reserved.

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页码：1102 / 1105

页数：4

相关论文

共 16 条

[1] The ferric reducing ability of plasma (FRAP) as a measure of ''antioxidant power'': The FRAP assay [J].

Benzie, IFF ;

Strain, JJ .

ANALYTICAL BIOCHEMISTRY, 1996, 239 (01) :70-76

[2] Synthesis and biological evaluation of dialkylsubstituted maleic anhydrides as novel inhibitors of Cdc25 dual specificity phosphatases [J].

Brault, Laurent ;

Denance, Mickael ;

Banaszak, Estelle ;

El Maadidi, Souhayla ;

Battaglia, Eric ;

Bagrel, Denyse ;

Samadi, Mohammad .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (02) :243-247

[3] Synthesis and vasorelaxant activity of new coumarin and furocoumarin derivatives [J].

Campos-Toimil, M ;

Orallo, F ;

Santana, L ;

Uriarte, E .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (05) :783-786

[4] Anti-oxidant mechanisms of kolaviron: Studies on serum lipoprotein oxidation, metal chelation and oxidative membrane damage in rats [J].

Farombi, EO ;

Nwaokeafor, IA .

CLINICAL AND EXPERIMENTAL PHARMACOLOGY AND PHYSIOLOGY, 2005, 32 (08) :667-674

[5] INHIBITORY ACTIVITY OF A SERIES OF COUMARINS ON LEUKOCYTE EICOSANOID GENERATION [J].

HOULT, JRS ;

FORDER, RA ;

DELASHERAS, B ;

LOBO, IB ;

PAYA, M .

AGENTS AND ACTIONS, 1994, 42 (1-2) :44-49

[6]

Kostova Irena, 2005, Current Medicinal Chemistry - Anti-Cancer Agents, V5, P29, DOI 10.2174/1568011053352550

[7] Toward the prediction of the activity of antioxidants: Experimental and theoretical study of the gas-phase acidities of flavonoids [J].

Martins, HFP ;

Leal, JP ;

Fernandez, MT ;

Lopes, VHC ;

Cordeiro, MNDS .

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2004, 15 (06) :848-861

[8] Anthracyclines: Molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity [J].

Minotti, G ;

Menna, P ;

Salvatorelli, E ;

Cairo, G ;

Gianni, L .

PHARMACOLOGICAL REVIEWS, 2004, 56 (02) :185-229

[9]

PECHMANN V, 1884, BER, V17, P929

[10] Sulfated zirconia, a mild alternative to mineral acids in the synthesis of hydroxycoumarins [J].

Rodríguez-Domínguez, JC ;

Kirsch, G .

TETRAHEDRON LETTERS, 2006, 47 (19) :3279-3281