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Synthesis and evaluation of verticipyrone analogues as mitochondrial complex I inhibitors.

Abstract：

:Verticipyrone has recently been isolated from the culture broth of Verticillium sp. and shown to inhibit NADH fumarate reductase, as well as NADH oxidoreductase (complex I) of the mitochondrial electron transport chain. In order to assess the structural elements in verticipyrone essential for complex I inhibitor, 15 structural analogues were prepared and analyzed for their effects on mitochondrial NADH oxidoreductase and NADH oxidase activities. Also measured were the abilities of several of the analogues to inhibit respiration as judged by a shift to glycolysis, and to inhibit the growth of several mammalian cell lines. The nature of the pyrone ring was shown to be important to potency of inhibition, as was the length and nature of substituents in the side chain of the analogues.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Leiris SJ,Khdour OM,Segerman ZJ,Tsosie KS,Chapuis JC,Hecht SM

doi

10.1016/j.bmc.2010.03.070

subject

Has Abstract

pub_date

2010-05-15 00:00:00

pages

3481-93

issue

10

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(10)00284-1

journal_volume

18

pub_type

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