6533b7d4fe1ef96bd126306e

RESEARCH PRODUCT

New Triterpenoid and Ergostane Glycosides from the Leaves of Hydrocotyle umbellata L.

Carmelo RosqueteLaurent PouységuLuis B. RojasAdakarleny SosaAdakarleny SosaAdakarleny SosaStéphane QuideauMarie Aleth Lacaille-duboisAnne Claire Mitaine-offerThomas Paululat

subject

chemistry.chemical_classificationErgostanebiologyStereochemistryOrganic ChemistryGlycosideHydrocotyle umbellataMass spectrometrybiology.organism_classificationBiochemistryCatalysisInorganic ChemistryTerpenechemistry.chemical_compoundTriterpenoidchemistryDrug DiscoveryOrganic chemistryPhysical and Theoretical ChemistryOleanolic acidTwo-dimensional nuclear magnetic resonance spectroscopy

description

Two new triterpenoid glycosides, together with two new ergostane glycosides, umbellatosides A–D (1–4, resp.), have been isolated from the leaves of Hydrocotyle umbellata L. Their structures were established by 2D-NMR spectroscopic techniques (1H,1H-COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as 3β,22β-dihydroxy-3-O-[α-L-rhamnopyranosyl-(12)-β-D-glucuronopyranosyl]olean-12-en-28-oic acid 28-O-β-D-glucopyranosyl ester (1), 3-O-[α-L-rhamnopyranosyl-(12)-β-D-glucuronopyranosyl]oleanolic acid 28-O-β-D-glucopyranosyl ester (2), (3β,11α,26)-ergosta-5,24(28)-diene-3,11,26-triol 3-O-(β-D-glucopyranosyl)-11-O-(α-L-rhamnopyranosyl)-26-O-β-D-glucopyranoside (3), and (3β,11α,21,26)-ergosta-5,24(28)-diene-3,11,21,26-tetrol 3-O-(β-D-glucopyranosyl)-11-O-(α-L-rhamnopyranosyl)-26-O-β-D-glucopyranoside (4).

https://doi.org/10.1002/hlca.201100109