Synthesis and characterization of mitoQ and idebenone analogues as mediators of oxygen consumption in mitochondria

被引：37

作者：

Duveau, Damien Y. ^{[1
,2
]}

Arce, Pablo M. ^{[1
,2
]}

Schoenfeld, Robert A. ^{[3
]}

Raghav, Nidhi ^{[1
,2
]}

Cortopassi, Gino A. ^{[3
]}

Hecht, Sidney M. ^{[1
,2
]}

机构：

[1] Arizona State Univ, Ctr BioEnerget, Biodesign Inst, Tempe, AZ 85287 USA

[2] Arizona State Univ, Dept Chem, Tempe, AZ 85287 USA

[3] Univ Calif Davis, Dept Mol Biosci, Davis, CA 95616 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2010年 / 18卷 / 17期

关键词：

Mitochondrial respiration; Oxygen consumption; Idebenone; Ubiquinones; Cytoprotection; OXIDATIVE DEMETHYLATION; ACTIVE UBIQUINONE; IN-VIVO; QUINONES; DERIVATIVES; ANTIOXIDANT; ALKYLATION; CATALYSIS; DISEASE; ETHERS;

D O I：

10.1016/j.bmc.2010.06.104

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：

Analogues of mitoQ and idebenone were synthesized to define the structural elements that support oxygen consumption in the mitochondrial respiratory chain. Eight analogues were prepared and fully characterized, then evaluated for their ability to support oxygen consumption in the mitochondrial respiratory chain. While oxygen consumption was strongly inhibited by mitoQ analogues 2-4 in a chain length-dependent manner, modification of idebenone by replacement of the quinone methoxy groups by methyl groups (analogues 6-8) reduced, but did not eliminate, oxygen consumption. Idebenone analogues 6-8 also displayed significant cytoprotective properties toward cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：6429 / 6441

页数：13

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