Bioorg Med Chem. 2009 Mar 15;17(6):2204-9. Epub 2008 Nov 5.

Synthesis and characterization of Deltalac-acetogenins that potently inhibit mitochondrial complex I.

Chapuis JC, Khdour O, Cai X, Lu J, Hecht SM.

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Center for BioEnergetics, The Biodesign Institute, Arizona State University, Tempe, AZ 85287, USA.

Abstract

Four Deltalac-acetogenins have been prepared and characterized as inhibitors of the mitochondrial respiratory chain, to define the effects of unsaturation within the alkyl substituents. In keeping with earlier reports, the presence of acetylenic functionalities within the alkyl substituents slightly diminished their potency of inhibition of NADH oxidase activity, which measures the overall transfer of electrons from NADH to oxygen through mitochondrial complexes I, III, and IV. In contrast, both of the acetylenic Deltalac-acetogenins were far more active in a NADH-ubiquinone Q(1) oxidoreductase assay that measures complex I function per se.

PMID:: 19027304; [PubMed - indexed for MEDLINE]

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Synthesis and characterization of Deltalac-acetogenins that potently inhibit mitochondrial complex I.

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