6533b81ffe1ef96bd1278ff4

RESEARCH PRODUCT

Guanaconetins, new antitumoral acetogenins, mitochondrial complex I and tumor cell growth inhibitors

José R. TormoM. Carmen Zafra-poloJairo SaezDiego CortesErnesto EstornellNadia ChahbouneInmaculada RoyoVanessa RomeroFernando PelaezNuria De PedroIsabel Barrachina

subject

Spectrometry Mass Electrospray IonizationMagnetic Resonance SpectroscopyAcetogeninsStereochemistryClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsBiochemistryChemical synthesisLactonesStructure-Activity Relationshipchemistry.chemical_compoundCell Line TumorNeoplasmsDrug DiscoveryHumansStructure–activity relationshipMolecular BiologyCell Proliferationchemistry.chemical_classificationElectron Transport Complex IMolecular StructureChemistryCell growthOrganic ChemistryBiological activityGrowth InhibitorsEnzymeBiochemistryAcetylationCell cultureAcetogeninMolecular MedicineFatty Alcohols

description

The antitumoral activity of a series of acetylated bis-tetrahydrofuranic acetogenins with a threo/trans/threo/trans/erythro relative configuration was characterized by four new natural and two semisynthetic, 15,24,30-trioxygenated acetogenins that were found to inhibit mitochondrial complex I enzyme as well as growth of several tumor cell lines. Placement of acetyl groups along the alkyl chain modulated the potency of the bis-tetrahydrofuranic acetogenins and could be important for future utilization of these compounds as chemotherapeutic agents.

yearjournalcountryeditionlanguage
2005-05-05Bioorganic & Medicinal Chemistry
https://doi.org/10.1016/j.bmc.2005.09.036