Search results for "triterpene"

showing 10 items of 164 documents

Saponins from the Roots of Nylandtia spinosa

2007

From the roots of Nylandtia spinosa, four new triterpene saponins, 3- O-beta- d-glucopyranosylpresenegenin 28- O-beta- d-galactopyranosyl-(1-->4)-[alpha- l-arabinopyranosyl-(1-->3)]-beta- d-xylopyranosyl-(1-->4)-[beta- d-apiofuranosyl-(1-->3)]-alpha- l-rhamnopyranosyl-(1-->2)-beta- d-fucopyranosyl ester ( 1), 3- O-beta- d-glucopyranosylpresenegenin 28- O-beta- d-galactopyranosyl-(1-->4)-[alpha- l-arabinopyranosyl-(1-->3)]-beta- d-xylopyranosyl-(1-->4)-alpha- l-rhamnopyranosyl-(1-->2)-beta- d-fucopyranosyl ester ( 2), 3- O-beta- d-glucopyranosylpresenegenin 28- O-beta- d-apiofuranosyl-(1-->4)-[beta- d-galactopyranosyl-(1-->2)]-beta- d-xylopyranosyl-(1-->4)-alpha- l-rhamnopyranosyl-(1-->2)-be…

Nylandtia spinosaCoumaric AcidsSpermidineStereochemistrySaponinPharmaceutical SciencePharmacognosyPlant RootsAnalytical ChemistryInhibitory Concentration 50TriterpeneDrug DiscoveryHumansNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationPlants MedicinalMolecular StructureChemistryOrganic ChemistryGlycosideTenuifolinSaponinsTriterpenesTerpenoidPolygalaceaeHuman colon cancerComplementary and alternative medicineMolecular MedicineDrug Screening Assays AntitumorJournal of Natural Products
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Activation of a Sweet Taste Receptor by Oleanane-Type Glycosides from Wisteria sinensis

2022

The phytochemical study of Wisteria sinensis (Sims) DC. (Fabaceae), commonly known as the Chinese Wisteria, led to the isolation of seven oleanane-type glycosides from an aqueous-ethanolic extract of the roots. After successive purifications by various chromatographic methods, like solid/liquid chromatographic methods, vacuum liquid chromatography (VLC), medium pressure liquid chromatography (MPLC), on normal and reverse phase (RP-18 silica gel), and size exclusion chromatography on Sephadex L, their structures were elucidated by an extensive 600 MHz NMR analysis including 1D and 2D NMR experiments as well as ESI-MS. Among the seven isolated saponins, two have never been reported before : 3…

Organic ChemistryPharmaceutical ScienceFabaceaeSweet taste receptorsWisteria sinensisTAS1R2/TAS1R3Analytical ChemistryChemistry (miscellaneous)Drug Discovery[SDV.BBM] Life Sciences [q-bio]/Biochemistry Molecular BiologyMolecular Medicine<i>Wisteria sinensis</i>; Fabaceae; triterpene glycosides; sweet taste; TAS1R2/TAS1R3Physical and Theoretical Chemistry2D-NMRMolecules
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Cytotoxic Compounds from the Fruits of Uapaca togoensis towards Multifactorial Drug-Resistant Cancer Cells

2014

Cancer cells may rapidly acquire multidrug resistance, mainly due to the presence of adenosine triphosphate-binding cassette transporters, epidermal growth factor receptor, or mutations in the p53 tumor suppressor gene. This work was designed to assess the cytotoxicity of the methanol crude extracts and compounds from the fruits of Uapaca togoensis, namely, β-amyryl acetate (1), 11-oxo-α-amyryl acetate (2), lupeol (3), pomolic acid (4), futokadsurin B (5), arborinin (6), and 3-O-β-D-glucopyranosyl sitosterol (7) against nine drug sensitive and multidrug-resistant cancer cell lines. The resazurin reduction assay was used to evaluate the cytotoxicity of the fruits of U. togoensis and compound…

Pharmaceutical ScienceBiologyLignansAnalytical ChemistryInhibitory Concentration 50chemistry.chemical_compoundCell Line TumorDrug DiscoveryHumansCytotoxic T cellOleanolic AcidCytotoxicityLupeolMembrane Potential MitochondrialPharmacologyMolecular StructurePlant ExtractsAlkaloidOrganic ChemistryEuphorbiaceaeCell cycleAntineoplastic Agents PhytogenicDrug Resistance MultipleTriterpenesComplementary and alternative medicinechemistryBiochemistryDoxorubicinDrug Resistance NeoplasmApoptosisCell cultureCancer cellAcridinesMolecular MedicineDrug Screening Assays AntitumorPentacyclic TriterpenesReactive Oxygen SpeciesPlanta Medica
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Triterpene glycosides from plants for antibody recognition

2016

PharmacologyAutoimmune diseasechemistry.chemical_classificationbiologybusiness.industryMultiple sclerosisOrganic ChemistryPharmaceutical ScienceGlycosidemedicine.diseaseAnalytical ChemistryComplementary and alternative medicineTriterpenechemistryDrug DiscoveryImmunologybiology.proteinmedicineMolecular MedicineAntibodybusinessPlanta Medica
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Effects of triterpenes on the immune system.

2010

Ethnopharmacological relevance: Triterpenes, which comprise a broad chemical group of active principles, are implicated in the mechanisms of action and pharmacological effects of many medicinal plants used in folk medicine against diseases in which the immune system is implicated. They have been described as anti-inflammatory, antiviral, antimicrobial, and antitumoral agents, as well as being immunomodulator compounds. Several of them are implicated in the resolution of immune diseases, although their effects have not always been clearly correlated. Aim of the review: The aim of this review is to compile relevant data on the mechanisms of action of triterpenes isolated from active ethnomedi…

PharmacologyMechanism (biology)Anti-HIV AgentsInflammationNF-κBComputational biologyBiologyAntimicrobialMajor histocompatibility complexTriterpeneschemistry.chemical_compoundImmune systemCucurbitacinschemistryAdjuvants ImmunologicImmune SystemDrug DiscoveryImmunologymedicinebiology.proteinAnimalsHumansmedicine.symptomMedicinal plantsTranscription FactorsJournal of ethnopharmacology
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A review of natural and modified betulinic, ursolic and echinocystic acid derivatives as potential antitumor and anti-HIV agents.

2003

The aim of this review is to update current knowledge on the betulinic, ursolic and echinocystic acids and their natural and semisynthetic analogs, focussing on their cytotoxic and anti-HIV activities. Then, the last results of the authors' team on unusual semisynthetic derivatives of these triterpenoids will be presented in order to establish structure/activity relationships.

PharmacologyMolecular StructureAnti hivChemistryAnti-HIV AgentsTumor cellsAntineoplastic AgentsGeneral MedicinePharmacologyTriterpenesStructure-Activity RelationshipTriterpenoidDrug DiscoveryHIV-1Tumor Cells CulturedStructure–activity relationshipHumansEchinocystic acidOleanolic AcidBetulinic AcidPentacyclic TriterpenesHT29 CellsMini reviews in medicinal chemistry
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New ursolic and betulinic derivatives as potential cytotoxic agents.

2003

Fifteen new ursolic and betulinic triterpenoids, bearing various functionalities at C-3 and C-28 were synthesized as potential cytotoxic agents. All compounds were obtained by a hemisynthetic route via ursolic and betulinic acids. Preliminary screening of these compounds on human HT 29 colon cancer cells revealed inhibitory activity for three of them. Beta-D-Glucopyranosyl-3beta-hydroxyurs-12(13)-en-28-oate 1c, 3beta-3-(3-pyridyl)-prop-2-enoyloxyurs-12(13)-en-28-oic acid 1i and the potassium salt of 3beta-cinnamoyloxylup-20(29)-en-28-oic acid 2d demonstrated cytotoxic activity in the micromolar range: 8.0, 45.0 and 8.0 microM, respectively.

PharmacologyMolecular StructureStereochemistryCell SurvivalAntineoplastic AgentsGeneral MedicineTriterpeneschemistry.chemical_compoundInhibitory Concentration 50Structure-Activity RelationshipTriterpenoidUrsolic acidchemistryBetulinic acidDrug DiscoveryCytotoxic T cellHumansDrug Screening Assays AntitumorBetulinic AcidCytotoxicityPentacyclic TriterpenesHT29 CellsJournal of enzyme inhibition and medicinal chemistry
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Cycloartane-type saponins from astragalus tmoleus var. tmoleus

2016

Five known cycloartane-type glycosides were isolated from the roots of A. tmoleus Boiss. var. tmoleus. The identification of these compounds was mainly achieved by 1D and 2D NMR spectroscopic techniques and FABMS. The results of our studies confirm that triterpene saponins with the cycloartane-type skeleton might be chemotaxonomically significant for the genus Astragalus.

Pharmacologychemistry.chemical_classificationMagnetic Resonance SpectroscopybiologyTraditional medicinePlant roots010405 organic chemistryGlycosidePlant ScienceGeneral MedicineFabaceaeAstragalus PlantSaponinsbiology.organism_classification01 natural sciencesPlant Roots0104 chemical sciences010404 medicinal & biomolecular chemistryAstragalusComplementary and alternative medicinechemistryTriterpeneGenusDrug DiscoveryAstragalus Plant
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Triterpene Saponins from the Roots of Achyranthes bidentata

2001

Three saponins, oleanolic acid-28- O -s-D-glucopyranoside (1), chikusetsusaponin V (2), and 3- O -s-D-glucopyranosyl-oleanolic acid-28- O -s-D-glucopyranoside (3) were isolated from the roots of Achyranthes bidentata Blume (Amaranthaceae). No activity was shown in the granulocyte phagocytosis test nor in the test of the potentiation of the cytotoxicity of cisplatin in human colon cancer cells. This is the first report of compounds 1, 2 and 3 isolated from Achyranthes species. Furthermore, the NMR data of 2 completed the partially published data.

Pharmacologychemistry.chemical_classificationTraditional medicineSaponinPharmaceutical ScienceBiological activityGeneral MedicineAmaranthaceaeBiologybiology.organism_classificationIn vitroComplementary and alternative medicinechemistryTriterpeneDrug DiscoveryMolecular MedicineAchyranthesCytotoxicityAchyranthes bidentataPharmaceutical Biology
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Triterpene Saponins from Wisteria floribunda “macrobotrys” and “rosea”

2017

Five oleanane-type saponins were isolated from two cultivars of Wisteria floribunda (Willd.) DC. (Fabaceae): From the roots of Wisteria floribunda “macrobotrys”, one new oleanane derivative elucidated as 3- O-β-D-xylopyranosyl-(1→2)-β-D-glucuronopyranosyl-22- O-acetyl-3p,22p,24-trihydroxyolean-12-en-30-oic acid, and two known glycosides, and from the roots of Wisteria floribunda “rosea”, two known ones. Their structures were elucidated by a detailed 600 MHz NMR analysis including 1D and 2D NMR (1H, 13C, COSY, TOCSY, ROESY, HSQC, HMBC) experiments and mass spectrometry. Chemotaxonomic conclusions were proposed.

Pharmacologychemistry.chemical_classificationTraditional medicinebiology010405 organic chemistryPlant ScienceGeneral MedicineFabaceaeWisteria floribundabiology.organism_classification01 natural sciences0104 chemical sciences010404 medicinal & biomolecular chemistrychemistry.chemical_compoundPlant scienceComplementary and alternative medicinechemistryTriterpeneDrug DiscoveryOleananeDerivative (chemistry)Natural Product Communications
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