6533b853fe1ef96bd12ac289
RESEARCH PRODUCT
Tucumanin, a β-hydroxy-γ-lactone bistetrahydrofuranic acetogenin from Annona cherimolia, is a potent inhibitor of mitochondrial complex I
Olga AlvarezNadia ChahbouneAlicia BardónAdriana NeskeIsabel BarrachinaAlmudena BermejoNoureddine El AouadSusana GranellM. Carmen Zafra-polosubject
StereochemistryChemical structurePharmaceutical Scienceinhibitory potencyBiologyAnnonaMitochondria HeartAnalytical Chemistry//purl.org/becyt/ford/1 [https]chemistry.chemical_compoundInhibitory Concentration 50LactonesDrug Discovery//purl.org/becyt/ford/1.4 [https]HumansEnzyme InhibitorsAnnona cherimoliaFuransTetrahydrofuranPharmacologychemistry.chemical_classificationElectron Transport Complex IPlant ExtractsOtras Ciencias QuímicasOrganic ChemistryDiastereomerCiencias Químicasbiology.organism_classificationβ-hydroxy-γ-methyl-γ-lactoneComplementary and alternative medicinechemistryAnnonaceaeAnnona cherimolia (Annonaceae)AcetogeninSeedsMolecular MedicineMitochondrial Complex ILactonemitochondrial complex ICIENCIAS NATURALES Y EXACTASPhytotherapydescription
A new β-hydroxy-γ-methyl-γ-lactone bistetrahydrofuranic acetogenin, tucumanin, with the infrequent symmetrical threo/trans/threo/trans/ threo relative configuration at the tetrahydrofuran rings was isolated from Annona cherimolia (Annonaceae) seeds. The inhibitory potency on the mitochondrial complex I of acetogenins with this relative configuration (tucumanin and asimicin) was compared with that shown by the corresponding pairs with an asymmetrical threo/trans/threo/trans/erythro relative configuration (laherradurin/rolliniastatin-2, and itrabin/molvizarin). All these compounds act as selective inhibitors of mitochondrial complex 1 in the 0.18 - 1.55 nM range. Fil: Barrachina, Isabel. Universidad de Valencia; España Fil: Neske, Adriana. Universidad Nacional de Tucumán; Argentina Fil: Granell, Susana. Universidad de Valencia; España Fil: Bermejo, Almudena. Universidad de Valencia; España Fil: Chahboune, Nadia. Universidad de Valencia; España Fil: El Aouad, Noureddine. Universidad de Valencia; España Fil: Alvarez, Olga. Universidad Nacional de Tucumán; Argentina Fil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina. Universidad Nacional de Tucumán; Argentina Fil: Zafra Polo, M. Carmen. Universidad de Valencia; España
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2004-09-01 |