Search results for "Acetogenin"

showing 3 items of 23 documents

Analogues of cytotoxic squamocin using reliable reactions: new insights into the reactivity and role of the α,β-unsaturated lactone of the annonaceou…

2006

Abstract A small library of squamocin analogues has been prepared and screened biologically (cytotoxicity, inhibition of mitochondrial complex I and complex III). To centre diversity on a crucial part of the molecule (i.e., the α,β-unsaturated lactone), an original and reliable lactone opening reaction has been discovered and exploited among other efficient reactions.

chemistry.chemical_classificationStereochemistryOrganic ChemistryBiochemistrychemistryCoenzyme Q – cytochrome c reductaseDrug DiscoveryClick chemistryMoleculeCytotoxic T cellReactivity (chemistry)Annonaceous AcetogeninsCytotoxicityLactoneTetrahedron
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Acetogenins from Annona glabra seeds

1998

Abstract From the cytotoxic ethanol extract of Annona glabra seeds, a new mono-tetrahydrofuranic (mono-THF) acetogenin, glabranin, as well as pair of 22-epimer bis-THF acetogenins, were isolated by semipreparative HPLC. Four known mono-THF acetogenins with an identical threo/trans/threo relative configuration, annonacin, annonacinone, corossolin and corossolone, were found to be potent inhibitors of complex I of the mitochondrial respiratory chain.

chemistry.chemical_classificationbiologyStereochemistryAnnonacinRespiratory chainPlant ScienceGeneral MedicineHorticultureCorossolonebiology.organism_classificationBiochemistrychemistry.chemical_compoundMitochondrial respiratory chainchemistryAnnona glabraAnnonaceaeAcetogeninMolecular BiologyLactonePhytochemistry
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Rollimembrin, a novel acetogenin inhibitor of mammalian mitochondrial complex I

1997

Abstract Rollimembrin (3), is a new adjacent bis-tetrahydrofuranic acetogenin with a scarce relative configuration, threo/cis/threo/cis/erythro, isolated from Rollinia membranacea seeds. The mechanism of cytotoxic activity, determined by NADH-oxidase experiments, establish that rollimembrin (3) is the most potent inhibitor of mammalian mitochondrial complex I.

chemistry.chemical_classificationbiologyStereochemistryOrganic ChemistryClinical BiochemistryAbsolute configurationPharmaceutical ScienceBiological activitybiology.organism_classificationBiochemistryIn vitrochemistry.chemical_compoundEnzymechemistryAnnonaceaeEnzyme inhibitorDrug DiscoveryAcetogeninbiology.proteinMolecular MedicineMolecular BiologyLactoneBioorganic & Medicinal Chemistry Letters
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