6533b824fe1ef96bd1280c08

RESEARCH PRODUCT

Steroidal saponins from two species of Dracaena.

Beibam Lucas SondengamMarie Aleth Lacaille-duboisGuy Beddos KouganThomas PaululatOlivier DuchampTomofumi MiyamotoChiaki TanakaJean François Mirjolet

subject

StereochemistryChemical structureSaponinPharmaceutical ScienceSapogeninPharmacognosyAnalytical Chemistrychemistry.chemical_compoundDrug DiscoveryHumansCameroonNuclear Magnetic Resonance BiomolecularDracaenaPharmacologychemistry.chemical_classificationPlants MedicinalbiologyMolecular StructurePlant StemsChemistryOrganic ChemistryGlycosideStereoisomerismDiosgeninSaponinsbiology.organism_classificationHCT116 CellsComplementary and alternative medicinevisual_artvisual_art.visual_art_mediumPlant BarkMolecular MedicineBarkSteroidsDracaenaHT29 Cells

description

Four new steroidal saponins (1-4) were isolated from the stem and bark of two species of Dracaena: deistelianosides A and B (1 and 2) from D. deisteliana and arboreasaponins A and B (3 and 4) from D. arborea. Six known saponins and one known sapogenin were also isolated. The structures of 1-4 were established as diosgenin 3-O-[3-O-sulfate-alpha-l-rhamnopyranosyl-(1-->4)]-beta-d-glucopyranoside (1), 1-O-beta-d-xylopyranosyl-(1-->2)-[alpha-l-rhamnopyranosyl-(1-->3)]-beta-d-fucopyranosyl(23S,24S)-spirosta-5,25(27)-diene-1beta,3beta,23alpha,24alpha-tetrol 24-O-alpha-l-arabinopyranoside (2), pennogenin-3-O-alpha-l-rhamnopyranosyl-(1-->2)-[alpha-l-rhamnopyranosyl-(1-->3)]-[6-O-acetyl]-beta-d-glucopyranoside (3), and 24alpha-hydroxypennogenin 3-O-alpha-l-rhamnopyranosyl-(1-->2)-[alpha-l-rhamnopyranosyl-(1-->3)]-beta-d-glucopyranoside (4) using extensive 1D and 2D NMR spectroscopic analyses and mass spectrometry. Cytotoxic activity of several of these compounds was evaluated against the HT-29 and HCT 116 human colon cancer cell lines.

10.1021/np100153mhttps://pubmed.ncbi.nlm.nih.gov/20553003