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

Abstract:

: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.

journal_name

Bioorg Med Chem

authors

Duveau DY,Arce PM,Schoenfeld RA,Raghav N,Cortopassi GA,Hecht SM

doi

10.1016/j.bmc.2010.06.104

subject

Has Abstract

pub_date

2010-09-01 00:00:00

pages

6429-41

issue

17

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(10)00632-2

journal_volume

18

pub_type

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