6533b830fe1ef96bd1297b31

RESEARCH PRODUCT

Inhibitory effects on mitochondrial complex I of semisynthetic mono-Tetrahydrofuran acetogenin derivatives

Eva PerisNuria CabedoTeresa GallardoDiego CortesErnesto EstornellJosé R. TormoM. Carmen Zafra-poloAlmudena Bermejo

subject

AcetogeninsStereochemistryClinical BiochemistryRespiratory chainAnnonacinPharmaceutical ScienceBiochemistryChemical synthesisLactoneschemistry.chemical_compoundMultienzyme ComplexesDrug DiscoveryMoietyNADH NADPH OxidoreductasesEnzyme InhibitorsFuransMolecular BiologyTetrahydrofuranchemistry.chemical_classificationElectron Transport Complex IOrganic ChemistryRotenoneKineticschemistryAcetogeninMolecular MedicineFatty AlcoholsLactone

description

Modifications in the terminal alpha,beta-unsaturated gamma-methyl-gamma-lactone moiety or in the alkyl chain that links this terminal gamma-lactone with the alpha,alpha'-dihydroxylated THF system of the natural mono-tetrahydrofuranic acetogenins, annonacin and annonacinone, led to the preparation of eight semisynthetic derivatives. Their inhibitory effects on mitochondrial complex I is discussed and compared with that of the classical complex I inhibitor, rotenone.

yearjournalcountryeditionlanguage
2003-11-01Bioorganic & Medicinal Chemistry Letters
https://doi.org/10.1016/j.bmcl.2003.08.045