6533b82efe1ef96bd129306e
RESEARCH PRODUCT
Four new triterpene saponins from Bupleurum rigidum L.
Anne Claire Mitaine-offerMustapha ChelghoumMustapha ChelghoumThomas PaululatDalila SmatiMarie Aleth Lacaille-duboissubject
chemistry.chemical_classification010405 organic chemistryChemistryStereochemistryPlant ScienceMass spectrometry01 natural sciencesBiochemistry0104 chemical sciences010404 medicinal & biomolecular chemistryTriterpeneBupleurum rigidumSugarAgronomy and Crop ScienceHeteronuclear single quantum coherence spectroscopyBiotechnologySequence (medicine)description
Abstract Four previously undescribed triterpene saponins (1-4) were isolated from the EtOH/H2O extract of the aerial parts of Bupleurum rigidum, together with a known structural analogue. Their structures were elucidated by analysis of 1D-(1H, 13C) and 2D-NMR (1H-1H COSY, TOCSY, ROESY, HSQC, HMBC) spectroscopic data and mass spectrometry (ESI- and HR-ESI-MS) and by comparison with those of related metabolites. An unusual structure was characterized as 3-O-β-D-glucopyranosyl-(1 → 2)-[ β-D-glucopyranosyl-(1 → 3)]- β-D-fucopyranosyl-21-O-β-D-glucoyranosyl-3β,16β,21β,23-tetrahydroxy-13,28-epoxyolean-11-ene (1). The three other compounds shared the same sugar sequence as 1 and differed by the structure of the aglycons, 3β,16α,23,28,29-pentahydroxyoleana-11,13(28)-diene for 2, and 3β,16α,23-trihydroxy-13,28-epoxyolean-11-ene for 3, and 4.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2018-10-01 | Phytochemistry Letters |