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RESEARCH PRODUCT

Acylated Preatroxigenin Glycosides from Atroxima congolana

Clément DelaudeMarie Aleth Lacaille-duboisMohamed ElbandyTomofumi Miyamoto

subject

StereochemistryAcylationSaponinPharmaceutical ScienceStereoisomerismPlant RootsAnalytical ChemistryAcylationPlant scienceTriterpeneDrug DiscoveryTetrasaccharideNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationMolecular StructureHydrolysisOrganic ChemistryGlycosideStereoisomerismSaponinsPolygalaceaeCongoComplementary and alternative medicinechemistryAldoseMolecular Medicine

description

Six new acylated bisdesmosidic preatroxigenin saponins named atroximasaponins E1, E2 (1, 2), F1, F2 (3, 4), and G1, G2 (5, 6) were isolated as three inseparable mixtures of the trans- and cis-p-methoxycinnamoyl derivatives, from the roots of Atroxima congolana. Their structures were established through extensive NMR spectroscopic analysis as 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-xylopyranosyl-(1--4)-alpha-L-rhamnopyranosyl-(1--2)-[beta-D-glucopyranosyl-(1--3)]-[4-O-trans-p-methoxycinnamoyl]-beta-D-fucopyranoside (atroximasaponin E1, 1), and its cis-isomer, atroximasaponin E2 (2), 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-xylopyranosyl-(1--4)-alpha-L-rhamnopyranosyl-(1--2)-[6-O-acetyl-beta-D-glucopyranosyl-(1--3)]-[4-O-trans-p-methoxycinnamoyl]-beta-D-fucopyranoside (atroximasaponin F1, 3), and its cis-isomer, atroximasaponin F2 (4), 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-apiofuranosyl-(1--3)-[alpha-l-rhamnopyranosyl-(1--2)]-[4-O-trans-p-methoxycinnamoyl]-beta-D-fucopyranoside (atroximasaponin G1, 5), and its cis-isomer, atroximasaponin G2 (6), respectively.

yearjournalcountryeditionlanguage
2003-09-27Journal of Natural Products
https://doi.org/10.1021/np030057+