Studies on quinones. Part 42: Synthesis of furylquinone and hydroquinones with antiproliferative activity against human tumor cell lines

被引：32

作者：

Benites, Julio ^{[2
]}

Valderrama, Jaime A. ^{[1
]}

Rivera, Felipe ^{[1
]}

Rojo, Leonel ^{[2
]}

Campos, Nair ^{[3
]}

Pedro, Madalena ^{[3
]}

Jose Nascimento, Maria Saeo ^{[4
]}

机构：

[1] Pontificia Univ Catolica Chile, Fac Quim, Santiago, Chile

[2] Univ Arturo Prat, Dept Ciencias Quim & Farmaceut, Iquique, Chile

[3] Univ Porto, Fac Farm, Ctr Estudos Quim Organ Fitoquim & Farmacol, P-4100 Porto, Portugal

[4] Univ Porto, Fac Farm, Microbiol Lab, P-4100 Porto, Portugal

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 02期

关键词：

quinones; Michael addition; oxidative coupling; cytotoxicity;

D O I：

10.1016/j.bmc.2007.10.028

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：

The preparation of furyl-1,4-quinone and hydroquinones by reaction of 2-furaldehyde N,N-dimethylhydrazone with benzo- and naphthoquinones is reported. Access to furylnaphthoquinones from unactivated quinones requires acid-induced conditions, however oxidative coupling reactions of activated quinones proceed under neutral conditions. The in vitro cytotoxic activity of the prepared compounds against a panel of three human cancer cell lines has been studied. Most of the furyl-1,4-quinones exhibited good antiproliferative activity (GI(50) = 6.5-33.5 mu m) against the MCF-7, NCI-H460, and SF-268 (CNS cancer) cell lines chosen for testing. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：862 / 868

页数：7

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