Search results for "triterpene"

showing 10 items of 164 documents

Acylated triterpene saponins from Silene jenisseensis

1995

Abstract From the roots of Silene jenisseensis a new trans-p-methoxycinnamoyl triterpene saponin has been isolated along with its cis-p-methoxycinnamoyl isomer as an inseparable mixture. Their structures were established by chemical means and spectroscopic methods including 1D- and 2D-homonuclear and heteronuclear correlation NMR spectroscopy as 3-O-[β- d -galactopyranosyl -(1 → 2)-β- d -glucuronopyranosyl ]-28-O-[β- d -glucopyranosyl -(1 → 2)-α- l - rhamnopyranosyl -(1 → 2)-β- d -4-O-trans-p- methoxycinnamoyl-fucopyranosyl ] quillaic acid and its cis-isomer, respectively. They did not show any activity in the in vitro chemoluminescence granulocytes assay, but exhibited only a weak inhibito…

Magnetic Resonance SpectroscopyStereochemistryAcylationMolecular Sequence DataSaponinCaryophyllaceaePlant ScienceHorticulturePlant RootsBiochemistrylaw.inventionTriterpenelawCarbohydrate ConformationHumansMoleculeMedicine Chinese TraditionalOleanolic AcidMolecular BiologyChemiluminescencechemistry.chemical_classificationPlants MedicinalbiologyChemistryGeneral MedicineNuclear magnetic resonance spectroscopySaponinsbiology.organism_classificationTriterpenesIn vitroCarbohydrate SequenceHeteronuclear moleculeLuminescent MeasurementsGranulocytesPhytochemistry
researchProduct

Triterpene Saponins from Cyclamen persicum

2010

A new triterpene saponin 3- O-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranosyl-16α-hydroxy-13β,28-epoxy-oleanan-30-al (1), along with four known triterpene glycosides (2-5) were isolated from Cyclamen persicum. Their structures were characterized by a combination of 1D- and 2D-NMR (1H-1H COSY, TOCSY, NOESY, HSQC, and HMBC) and MS spectrocopic data. The cytotoxicity of compounds 2 and 4 was evaluated using two human colon cancer cell lines HT-29 and HCT 116.

Magnetic Resonance SpectroscopyStereochemistryChemical structureSaponinPlant ScienceInhibitory Concentration 50TriterpeneCell Line TumorDrug DiscoveryHumansCyclamenCytotoxicityMedicinal plantsCyclamen persicumPharmacologychemistry.chemical_classificationMolecular StructurebiologyGlycosideGeneral MedicineSaponinsbiology.organism_classificationTriterpenesHuman colon cancerComplementary and alternative medicinechemistryNatural Product Communications
researchProduct

A new biologically active acylated triterpene saponin from Silene fortunei.

1998

A new acylated triterpene-saponin (1), together with a mixture of the known jenisseensosides C and D, has been isolated from the roots of Silene fortunei. The structure of the new compound was established by chemical means and spectroscopic methods as 3-O-[beta-D-galactopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-28 -O- [[alpha-L-arabinopyranosyl-(1-->2)-alpha-L-arabinopyranosyl- (1-->3)-b eta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)]-[beta-D- glucopyranosyl-(1-->3)]-4-O-acetyl-beta-D-fucopyranosyl]quillaic acid. This saponin showed a significant enhancement of granulocyte phagocytosis in vitro.

Magnetic Resonance SpectroscopyStereochemistryChemical structureT-LymphocytesMolecular Sequence DataSaponinPharmaceutical ScienceUronic acidPharmacognosySpectrometry Mass Fast Atom BombardmentLymphocyte ActivationAnalytical Chemistrychemistry.chemical_compoundTriterpenePhagocytosisDrug DiscoveryCarbohydrate ConformationOleanolic AcidPharmacologychemistry.chemical_classificationSilenePlants MedicinalbiologyChemistryOrganic ChemistryGlycosideSaponinsbiology.organism_classificationTerpenoidTriterpenesComplementary and alternative medicineCarbohydrate SequenceMolecular MedicineGranulocytesJournal of natural products
researchProduct

Three new acylated triterpene saponins from Acanthophyllum squarrosum.

2001

Three new triterpenoid saponins, 1-3, were isolated from the roots of Acanthophyllum squarrosum. Their structures were established mainly by 2D NMR techniques as 3-O-beta-D-galactopyranosyl-(1--2)-[beta-D-xylopyranosyl-(1--3)]-beta-D-glucuronopyranosyl-gypsogenin-28-O-beta-D-xylopyranosyl-(1--3)-beta-D-xylopyranosyl-(1--4)-beta-D-xylopyranosyl-(1--4)-3-O-acetyl-alpha-L-rhamnopyranosyl-(1--2)-3,4-di-O-acetyl-beta-D-fucopyranoside (1), 3-O-beta-D-galactopyranosyl-(1--2)-[beta-D-xylopyranosyl-(1--3)]-beta-D-glucuronopyranosyl-gypsogenin-28-O-beta-D-xylopyranosyl-(1--4)-alpha-L-rhamnopyranosyl-(1--2)-[5-O-acetyl-alpha-L-arabinofuranosyl-(1--3)]-4-O-acetyl-beta-D-fucopyranoside (2), and 3-O-beta…

Magnetic Resonance SpectroscopyStereochemistryMolecular Sequence DataSaponinPharmaceutical SciencePlant RootsAcanthophyllum squarrosumMass SpectrometryAnalytical ChemistryTriterpenoidTriterpeneDrug DiscoveryOleanolic AcidPharmacologychemistry.chemical_classificationMolecular StructureTerpenesOrganic ChemistryGlycosidePlantsSaponinsTerpenoidTriterpenesComplementary and alternative medicinechemistryCarbohydrate SequenceMolecular MedicineJournal of natural products
researchProduct

Glucuronide triterpene saponins from Bersama engleriana

2006

Five 3-O-glucuronide triterpene saponins (1-5) were isolated from the stem bark of Bersama engleriana Gurke along with two known saponins, polyscias saponin C and aralia saponin 15, and one major C-glycoside xanthone, mangiferin. The structures of the saponins were established mainly by means of spectroscopic methods (one- and two-dimensional NMR spectroscopy as well as FAB-, HRESI-mass spectrometry) as 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-betulinic acid (1), 3-O-[beta-D-glucopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosyl]-oleanolic acid (2), 3-O-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucuronopyranosyl]-28-…

Magnetic Resonance SpectroscopyStereochemistryMolecular Sequence DataSaponinPlant ScienceHorticultureBiochemistrychemistry.chemical_compoundTriterpeneBetulinic acidXanthoneCarbohydrate ConformationGlycosidesMangiferinMolecular BiologyOleanolic acidchemistry.chemical_classificationPlants MedicinalPlant ExtractsGlycosideGeneral MedicineSaponinsTriterpenesCarbohydrate SequencechemistryPlant BarkGlucuronidePhytochemistry
researchProduct

Squarroside A, a biologically active triterpene saponin from Acanthophyllum squarrosum.

1993

A new bioactive saponin has been isolated from the roots of Acanthophyllum squarrosum. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis, and on chemical transformations, the structure of this new compound was elucidated as 3-O-beta-D-galactopyranosyl-(1--2)-[beta-D-xylopyranosyl-(1--3)]-beta- D-glucuronopyranosyl gypsogenin 28-O-beta-D-xylopyranosyl-(1--4)-alpha-L- rhamnopyranosyl-(1--2)-[alpha-L-arabinofuranosyl-(1--3)]-beta-D-4-O- acetylfucopyranoside for which we proposed the name squarroside A. This molecule showed a concentration dependent immunomodulatory effect in the in vitro lymphocyte transformation test.

Magnetic Resonance SpectroscopyStereochemistryMolecular Sequence DataSaponinPlant ScienceHorticultureBiologyBiochemistryAcanthophyllum squarrosumTriterpeneCarbohydrate ConformationMoleculeHumansLymphocytesOleanolic AcidMolecular Biologychemistry.chemical_classificationBiological activityGeneral MedicinePlantsSaponinsIn vitroTriterpeneschemistryHeteronuclear moleculeCarbohydrate SequenceTwo-dimensional nuclear magnetic resonance spectroscopyPhytochemistry
researchProduct

Triterpene Saponins from Tupidanthus calyptratus

2001

Five new bisdesmosidic saponins (1--5) were isolated from the aerial parts of Tupidanthus calyptratus. Their structures were determined by (1)H--(1)H correlation spectroscopy (COSY, TOCSY, ROESY) and (1)H--(13)C correlation (HSQC, HMBC) NMR experiments, FABMS, and chemical data.

Magnetic Resonance SpectroscopyStereochemistrySaponinOligosaccharidesPharmaceutical ScienceSpectrometry Mass Fast Atom BombardmentPharmacognosyAnalytical ChemistryTriterpeneDrug DiscoveryHumansPharmacologychemistry.chemical_classificationPlants MedicinalChemistryOrganic ChemistryGlycosideSaponinsAntineoplastic Agents PhytogenicTriterpenesTerpenoidXylosideItalyComplementary and alternative medicineTriterpene SaponinsArialiaceae plantsMolecular MedicineDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyHeteronuclear single quantum coherence spectroscopy
researchProduct

Bidentatoside I, a New Triterpene Saponin from Achyranthes bidentata

2001

Bidentatoside I (1) is a new triterpene saponin bearing an unusual dioxopropionic acid unit, isolated from the roots of Achyranthes bidentata. Structural elucidation was performed mainly by chemical and homo- and heteronuclear 2D NMR techniques. This compound did not show any potentiation of the in vitro cytotoxicity of cisplatin in the HT 29 human colon cancer cell line.

Magnetic Resonance SpectroscopyStereochemistrySaponinPharmaceutical ScienceAntineoplastic AgentsUronic acidPharmacognosyAnalytical ChemistryMagnoliopsidachemistry.chemical_compoundTriterpeneDrug DiscoveryTumor Cells CulturedHumansAchyranthes bidentataPharmacologychemistry.chemical_classificationbiologyOrganic ChemistryGlycosideSaponinsbiology.organism_classificationTriterpenesTerpenoidModels ChemicalComplementary and alternative medicinechemistryBiochemistryHeteronuclear moleculeColonic NeoplasmsMolecular MedicineDrug Screening Assays AntitumorJournal of Natural Products
researchProduct

Three New Oleanane Saponins from Zanha africana

1997

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)-a…

Magnetic Resonance SpectroscopyStereochemistrySaponinPharmaceutical ScienceUronic acidPharmacognosyBornesitolMass SpectrometryTreesAnalytical ChemistryMicechemistry.chemical_compoundTriterpeneDrug DiscoveryAnimalsEdemaQuebrachitolOleananePharmacologychemistry.chemical_classificationPlants MedicinalPinitolAnti-Inflammatory Agents Non-SteroidalOrganic ChemistryEarSaponinsComplementary and alternative medicinechemistryTetradecanoylphorbol AcetateMolecular MedicineJournal of Natural Products
researchProduct

Jenisseensosides C and D, biologically active acylated triterpene saponins from Silene jenisseensis

1997

Abstract We previously reported the isolation and structure elucidation of a new trans - p -methoxycinnamoyl triterpene-saponin along with its cis - p -methoxycinnamoyl isomer as an inseparable mixture from the roots of Silene jenisseensis . In a continuing study on this plant, two additional new acylated triterpene-saponins were obtained as an inseparable mixture. Their structures have been established by chemical means and spectroscopic methods including 1D and 2D homonuclear and heteronuclear correlation NMR spectroscopy as 3- O -[β- d -galactopyranosyl-(1 → 2)-β- d -glucuronopyranosyl]-28- O -[{α- l -rhamnopyranosyl-(1 → 2)}- {4- O - trans - p -methoxycinnamoyl}-β- d -fucopyranosyl] qui…

Magnetic Resonance SpectroscopyStereochemistryT-LymphocytesMolecular Sequence DataSaponinPlant ScienceHorticulturePharmacognosyBiologyLymphocyte ActivationBiochemistryHomonuclear moleculePhagocytosisTriterpeneCarbohydrate ConformationHumansMoleculeOleanolic AcidMolecular Biologychemistry.chemical_classificationMolecular StructureBiological activityGeneral MedicineNuclear magnetic resonance spectroscopySaponinsTriterpenesCarbohydrate SequenceHeteronuclear moleculechemistryDrugs Chinese HerbalPhytochemistry
researchProduct