6533b82bfe1ef96bd128e249

RESEARCH PRODUCT

Three New Oleanane Saponins from Zanha africana

Salvador MáñezRosa M. GinerJ. D. MsonthiAnna Rita BiliaMaría Del Carmen RecioJosé Luis RíosMaria Jose JustKurt HostettmannM. J. Cuéllar

subject

Magnetic Resonance SpectroscopyStereochemistrySaponinPharmaceutical ScienceUronic acidPharmacognosyBornesitolMass SpectrometryTreesAnalytical ChemistryMicechemistry.chemical_compoundTriterpeneDrug DiscoveryAnimalsEdemaQuebrachitolOleananePharmacologychemistry.chemical_classificationPlants MedicinalPinitolAnti-Inflammatory Agents Non-SteroidalOrganic ChemistryEarSaponinsComplementary and alternative medicinechemistryTetradecanoylphorbol AcetateMolecular Medicine

description

Three new saponins, zanhasaponins, A, B, and C, were isolated from the MeOH extract of the root bark of Zanha africana and were, respectively, identified by spectroscopic methods as 3-O-beta-D-glucuronopyranosyl-2 beta,16 alpha-dihydroxyolean-12-ene-23,28- dioic acid 28-O-alpha-L-rhamnopyranosyl(1-->2)-alpha-L-rhamnopyranoside (1); 3-O-beta-D-glucuronopyranosyl-2 beta,16 alpha-dihydroxyolean-12-ene- 23,28-dioic acid 28-O-beta-D-xylopyranosyl(1-->2)-alpha-L-rhamnopyranosyl(1-->2)-alpha-L- rhamnopyranoside (2); and 3-O-beta-D-glucuronopyranosyl-2 beta,16 alpha-dihydroxyolean-12-ene- 23,28-dioic acid 28-O-beta-D-xylopyranosyl(1-->3)-beta-D-xylopyranosyl (1-->2)-alpha-L-rhamnopyranosyl(1-->2)-alpha-L-rhamnopyranoside (3). These saponins proved to be effective in a model of topical inflammation induced by phorbol ester. The cyclitols quebrachitol, pinitol, and bornesitol were also identified.

https://doi.org/10.1021/np960527i