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RESEARCH PRODUCT

Junceosides A-C, new triterpene saponins from Arenaria juncea.

Tomofumi MiyamotoMarie Aleth Lacaille-duboisGhezala Gaidi

subject

Chemical PhenomenaSpectrophotometry InfraredStereochemistrySaponinPharmaceutical ScienceCaryophyllaceaeUronic acidPlant RootsAnalytical Chemistrychemistry.chemical_compoundTriterpeneDrug DiscoveryTetrasaccharideTrisaccharideOleanolic AcidPharmacologychemistry.chemical_classificationPlants MedicinalMolecular StructureChemistry PhysicalHydrolysisOrganic ChemistrySaponinsTriterpenesXylosideComplementary and alternative medicinechemistryHeteronuclear moleculeMolecular MedicineChromatography Thin LayerTwo-dimensional nuclear magnetic resonance spectroscopyDrugs Chinese Herbal

description

Three novel triterpenoid saponins, junceosides A (1), B (2), and C (3), together with two known saponins have been isolated from the roots of Arenaria juncea. Their structures were elucidated using a combination of homo- and heteronuclear 2D NMR techniques (COSY, TOCSY, NOESY, HSQC, and HMBC) and by FABMS. The new compounds were characterized as 3-O-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-glucopyranosyl(1-->3)-[beta-D-xylopyranosyl-(1-->4)]-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-fucopyranoside (1), 3-O-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-fucopyranoside (2), and 3-O-beta-D-xylopyranosyl-(1-->3)-[beta-D-galactopyranosyl-(1-->2)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-fucopyranoside (3).

yearjournalcountryeditionlanguage
2002-01-05Journal of natural products
10.1021/np010353rhttps://pubmed.ncbi.nlm.nih.gov/11754605