6533b829fe1ef96bd128a385

RESEARCH PRODUCT

Triterpenoid saponins from the roots of Spergularia marginata.

Patrick DutartreMohamed MarkoukStéphanie DelemasureMalika Ait Sidi BrahimMarie Aleth Lacaille-duboisMustafa LarshiniThomas PaululatDavid PertuitAnne Claire Mitaine-offer

subject

StereochemistryCaryophyllaceaeCaryophyllaceaePlant ScienceHorticulture01 natural sciencesBiochemistryPlant Rootschemistry.chemical_compoundTriterpenoidHumansOleanolic AcidCytotoxicityMolecular BiologyNuclear Magnetic Resonance Biomolecularchemistry.chemical_classificationbiologyMolecular Structure010405 organic chemistryGlycosideGeneral MedicineSaponinsbiology.organism_classificationTriterpenes0104 chemical sciences010404 medicinal & biomolecular chemistryMoroccoSpinasterolchemistryPhytochemicalTwo-dimensional nuclear magnetic resonance spectroscopySpergularia

description

Phytochemical investigations of the roots of Spergularia marginata had led to the isolation of four previously undescribed triterpenoid saponins, a known one and one spinasterol glycoside. Their structures were established by extensive NMR and mass spectroscopic techniques as 3-O-β-D-glucuronopyranosyl echinocystic acid 28-O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-α-L- arabinopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-β-D-glucuronopyranosyl echinocystic acid 28-O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)- α-L-arabinopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 4)-3-O-sulfate-β-D-glucuronopyranosyl echinocystic acid 28-O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl ester, and 3-O-β-D-glucopyranosyl-(1 → 4)-β-D-glucuronopyranosyl 21-O-acetyl acacic acid. Their cytotoxicity was evaluated against two human cancer cell lines SW480 and MCF-7. The most active compound showed a cytotoxicity with IC50 14.2 ± 0.8 μM (SW480), and 18.7 ± 0.8 μM (MCF-7), respectively.

10.1016/j.phytochem.2017.03.007https://pubmed.ncbi.nlm.nih.gov/28432923