Search results for "Uvaricin"

showing 4 items of 4 documents

ChemInform Abstract: Acetogenins from Annonaceae

2010

In 1982, Jolad et al. isolated uvaricin, a new antitumor agent, from the roots of Uvaria acuminata (Annonaceae), a bis-tetrahydrofuranoid fatty acid lactone (1) related to polyketides or acetogenins. However, it contained a number of original structural characteristics, particularly a linear acetogenin, a bis-tetrahydrofuran pattern flanked by hydroxyls and a terminal unsaturated lactone. Two years later, Dabrah and Sneden (2, 3 and Cortes et al. (4) described four new products presenting the same structural characteristics. Because these products formed a new class of natural compounds, and are only found in species belonging to the family of Annonaceae, they are commonly called acetogenin…

Antitumor activitychemistry.chemical_classificationbiologyStereochemistryFatty acidGeneral Medicinebiology.organism_classificationUvaria acuminataUvaricinchemistry.chemical_compoundchemistryAnnonaceaeAcetogeninLactoneChemInform
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New method for the determination of the absolute stereochemistry in antitumoral annonaceous acetogenins

1998

Abstract The absolute configurations at the carbinol centers in several acetogenins were determined through p-bromophenylurethane derivatives and subsequent Mosher ester methodology. This method has been applied on α,α′-dihydroxylated adjacent bis-THF acetogenins with a threo/cis/threo/cis/erythro relative configuration membrarollin (1), a new acetogenin isolated from Rollinia membranacea seeds, rollimembrin (2), membranacin (3) and rolliniastatin-1 (4), and a threo/trans/threo/translerythro relative configuration motrilin (5), squamocin (6), and desacetyluvaricin (7). 1 was found to be the most potent inhibitor of the mammalian mitochondrial complex I.

Rollinia membranaceaChemistryStereochemistryOrganic ChemistryMembranacinDiastereomerRollimembrinBiochemistrychemistry.chemical_compoundDrug DiscoveryAcetogeninAnnonaceous AcetogeninsDesacetyluvaricinMitochondrial Complex ITetrahedron
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Tripoxyrollin, a New Epoxy Acetogenin from the Seeds ofRollinia membranacea1

1993

Abstract A new epoxy acetogenin, tripoxyrollin (1), has been isolated from the seeds of the Colombian Annonaceae, Rollinia membranacea. Its structure was elucidated on the basis of spectral data. Biomimetic synthesis of isodesacetyluvaricin (2) from tripoxyrollin (1) suggests its key role in the biogenesis of the adjacent bis-tetrahydrofuran acetogenins.

Rollinia membranaceabiologyStereochemistryIsodesacetyluvaricinEpoxybiology.organism_classificationchemistry.chemical_compoundchemistryAnnonaceaeBiomimetic synthesisvisual_artAcetogeninvisual_art.visual_art_mediumMolecular MedicineOrganic chemistrySpectral dataNatural Product Letters
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Acetogenins from Annonaceae

1997

In 1982, Jolad et al. isolated uvaricin, a new antitumor agent, from the roots of Uvaria acuminata (Annonaceae), a bis-tetrahydrofuranoid fatty acid lactone (1) related to polyketides or acetogenins. However, it contained a number of original structural characteristics, particularly a linear acetogenin, a bis-tetrahydrofuran pattern flanked by hydroxyls and a terminal unsaturated lactone. Two years later, Dabrah and Sneden (2, 3 and Cortes et al. (4) described four new products presenting the same structural characteristics. Because these products formed a new class of natural compounds, and are only found in species belonging to the family of Annonaceae, they are commonly called acetogenin…

chemistry.chemical_classificationAntitumor activitybiologyStereochemistryAbsolute configurationFatty acidbiology.organism_classificationUvaria acuminataUvaricinchemistry.chemical_compoundchemistryAnnonaceaeAcetogeninLactone
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