6533b820fe1ef96bd127a4b2

RESEARCH PRODUCT

Unusual oleanane-type saponins from Arenaria montana

Jean Franois MirjoletAnne Claire Mitaine-offerGaoussou TimitéMarie Aleth Lacaille-duboisChiaki TanakaTomofumi MiyamotoOlivier Duchamp

subject

Arenaria montanaMagnetic Resonance SpectroscopyStereochemistryChemical structureArenaria PlantSaponinCaryophyllaceaeAntineoplastic AgentsPlant ScienceHorticultureMass spectrometryBiochemistryMass Spectrometrychemistry.chemical_compoundCell Line TumorBotanyHumansOleanolic AcidMolecular BiologyOleananeCell Proliferationchemistry.chemical_classificationDose-Response Relationship DrugMolecular StructurebiologyStereoisomerismGeneral MedicineSaponinsbiology.organism_classificationchemistryDrug Screening Assays AntitumorEchinocystic acidTwo-dimensional nuclear magnetic resonance spectroscopy

description

Three oleanane-type saponins, 3-O-β-d-glucopyranosylechinocystic acid 28-O-β-d-xylopyranosyl-(1→4)-[α-l-rhamnopyranosyl-(1→2)]-α-l-rhamnopyranosyl ester (1), 3-O-β-d-glucopyranosylechinocystic acid 28-O-α-l-arabinopyranosyl-(1→3)-β-d-xylopyranosyl-(1→4)-[α-l-rhamnopyranosyl-(1→2)]-α-l-rhamnopyranosyl ester (2), 3-O-β-d-glucopyranosylcaulophyllogenin 28-O-β-d-apiofuranosyl-(1→3)-β-d-xylopyranosyl-(1→4)-[β-d-apiofuranosyl-(1→3)]-α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranosyl ester (3) were isolated from the whole plant of Arenaria montana. Their unusual structures for the Caryophyllaceae family were established mainly by 2D NMR techniques and mass spectrometry.

https://doi.org/10.1016/j.phytochem.2011.01.011