Search results for "Triterpenoid"

showing 10 items of 51 documents

Isolation and caracterisation of saponins from three plants of Araliaceae and Dracaenaceae families and evaluation of their cytotoxic activities on t…

2010

The interest of the substances from natural origin, potentially antitumor led us to interest in triterpenoid and steroidal saponins of plants from the African biodiversity belonging to the Araliaceae and Dracaenaceae families of plants. Indeed, of the former studies undertaken on some plants of these two families led to obtaining complex and original molecules having excellent cytotoxic, immuno-modulating, anti-inflammatory properties. Within sight of these results we undertook pharmaco-chemical investigations on Cussonia arborea (Araliaceae), Dracaena deisteliana, and Dracaena arborea (Dracaenaceae), medicinal plants usually used in african traditional pharmacopeia to treat various disease…

[SDV.SA] Life Sciences [q-bio]/Agricultural sciences[ SDV.BV ] Life Sciences [q-bio]/Vegetal Biology[SDV.MHEP] Life Sciences [q-bio]/Human health and pathologyCytotoxicityCussonia arboreaDracaena arboreaDracaena deistelianaTriterpenoid saponinsDracaenaceaeSaponines triterpéniquesSaponines stéroïdiquesCytotoxicité[ SDV.MHEP ] Life Sciences [q-bio]/Human health and pathology[SDV.BV] Life Sciences [q-bio]/Vegetal BiologyAraliaceae[ SDV.SA ] Life Sciences [q-bio]/Agricultural sciencesSteroidal saponins
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Triterpenoid saponins from Polycarpaea corymbosa Lamk. var. eriantha Hochst.

2013

Abstract Four triterpenoid saponins (1–4) were isolated from Polycarpaea corymbosa Lamk. var. eriantha Hochst along with the known apoanagallosaponin IV (5). Their structures were elucidated by spectroscopic data analysis. Among the compounds 1, 3–5 which were evaluated for their cytotoxicity against three tumor cell lines (SW480, DU145 and EMT6), compound 1 exhibited cytotoxicity with IC50 values ranging from 4.61 to 22.61 μM, which was greater than that of etoposide. Compound 2 was tested only against SW480 and a cardiomyoblast cell line (H9c2), and was inactive.

biologyChemistryCaryophyllaceaeTumor cellsCaryophyllaceaePlant ScienceGeneral MedicineHorticultureSaponinsbiology.organism_classificationBiochemistryAntineoplastic Agents PhytogenicTriterpenesInhibitory Concentration 50TriterpenoidDU145Cell Line TumorPolycarpaea corymbosaBotanyIc50 valuesHumansCytotoxicityMolecular BiologyPhytochemistry
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Donellanic acids A–C: new cyclopropanic oleanane derivatives from Donella ubanguiensis (Sapotaceae)

2012

Abstract Three new cyclopropanic oleanane triterpenoids and ten known compounds were obtained from Donella ubanguiensis using chromatographic methods. The structures were established on the basis of mass spectrometric and NMR data and by comparison with values reported in the literature. The structures of the new compounds were confirmed by X-ray crystallography. A part of the isolated compounds was evaluated for cytotoxic and antimicrobial activities.

biologyStereochemistryOrganic Chemistrybiology.organism_classificationAntimicrobialBiochemistrySapotaceaeNmr dataMass spectrometricchemistry.chemical_compoundTriterpenoidchemistryDrug DiscoveryOrganic chemistryOleananeTetrahedron
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A review of the biological and pharmacological activities of saponins.

1996

Summary This paper reviews the important biological and pharmacological activities of saponins reported over the last few years. These include cancer-related activity, as well as antiphlogistic and antiallergic, immunomodulating, antihepatotoxic, antiviral, hypoglycemic, antifungal and molluscicidal activities. The action of saponins on the cardiovascular, central nervous, and endocrine systems and other miscellaneous effects are also discussed.

carbohydrates (lipids)PharmacologyAntifungalTriterpenoidComplementary and alternative medicinemedicine.drug_classDrug DiscoverymedicinePharmaceutical ScienceMolecular MedicineBiological activityBiologyPharmacologyPhytomedicine : international journal of phytotherapy and phytopharmacology
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Two New Triterpene Saponins from Cyclamen africanumBoiss. & Reuter

2012

Two new oleanane-type triterpene saponins, afrocyclamins A and B (1 and 2, resp.), were isolated from a MeOH extract of the roots of Cyclamen africanum Boiss. & Reuter, together with three known triterpenoid saponins, lysikokianoside, deglucocyclamin I, and its dicrotalic acid derivative. The structures were elucidated, on the basis of 1D- and 2D-NMR experiments and mass spectrometry as (3β,20β)-13,28-epoxy-16-oxo-3-{O-β-D-xylopyranosyl-(12)-O-β-D-glucopyranosyl-(14)-O-[β-D-glucopyranosyl-(12)]-α-L-arabinopyranosyl}oxy}oleanan-29-al (1) and (3β,16α,20β)-16,28,29-trihydroxy-olean-12-en-3-yl O-4-O-(4-carboxy-3-hydroxy-3-methyl-1-oxobutyl)-β-D-xylopyranosyl-(12)-O-β-D-glucopyranosyl-(14)-O-[β-…

chemistry.chemical_classificationAcid derivativebiologyChemistryStereochemistryOrganic Chemistrybiology.organism_classificationMass spectrometryBiochemistryCatalysisInorganic ChemistryTerpeneCyclamen africanumTriterpenoidTriterpeneDrug DiscoveryPhysical and Theoretical ChemistryHelvetica Chimica Acta
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A dammarane-type saponin from the roots of Ampelozizyphus amazonicus.

1993

A new C31 dammarane-type triterpenoid saponin has been isolated from the roots of Ampelozizyphus amazonicus. Its structure was elucidated to be ampelozigenin-15 alpha-O-acetyl- 3-O-alpha-L-rhamnopyranosyl-(1--2)-beta-D-glucopyranoside by 1D and 2D NMR spectroscopic methods, and by chemical transformations. Ampelozigenin is a novel triterpene, (20R,22R)-16 beta,22:16 alpha, 30-diepoxydammar-24(24')- methylene-3 beta, 15 alpha, 20-triol.

chemistry.chemical_classificationAmpelozizyphusMagnetic Resonance SpectroscopyPlants MedicinalbiologyStereochemistryDammaraneMolecular Sequence DataSaponinPlant ScienceGeneral MedicineHorticultureSaponinsbiology.organism_classificationBiochemistryTriterpeneschemistry.chemical_compoundTriterpenechemistryCarbohydrate SequenceRhamnaceaeMolecular BiologyTwo-dimensional nuclear magnetic resonance spectroscopyTriterpenoid saponinPhytochemistry
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α-L-rhamnosidases: Old and New Insights

2007

L-Rhamnose is a component of plant cell wall pectic polysaccharides (Mutter et al., 1994; Ridley et al., 2001), glycoproteins (Haruko and Haruko, 1999) and secondary metabolites such as anthocyanins (Renault et al., 1997), flavonoids (Bar-Peled et al., 1991) and triterpenoids (Friedman and McDonald, 1997). It has also been found in bacterial heteropolysaccharides (Hashimoto and Murata, 1998), rhamnolipids (Ochsner et al., 1994) and in the repeating units of the O-antigen structure of the lipopolysaccharide component of bacterial outer membranes (Chua et al., 1999). Some rhamnosides are important bioactive compounds, e.g. cytotoxic saponins (Bader et al., 1998; Yu et al., 2002), antifungal p…

chemistry.chemical_classificationAntioxidantStereochemistryChemistryRhamnosemedicine.medical_treatmentfood and beveragesGlycosidePolysaccharideCell wallHydrolysischemistry.chemical_compoundTriterpenoidBacterial virulencemedicine
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New Triterpenoid and Ergostane Glycosides from the Leaves of Hydrocotyle umbellata L.

2011

Two new triterpenoid glycosides, together with two new ergostane glycosides, umbellatosides A–D (1–4, resp.), have been isolated from the leaves of Hydrocotyle umbellata L. Their structures were established by 2D-NMR spectroscopic techniques (1H,1H-COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as 3β,22β-dihydroxy-3-O-[α-L-rhamnopyranosyl-(12)-β-D-glucuronopyranosyl]olean-12-en-28-oic acid 28-O-β-D-glucopyranosyl ester (1), 3-O-[α-L-rhamnopyranosyl-(12)-β-D-glucuronopyranosyl]oleanolic acid 28-O-β-D-glucopyranosyl ester (2), (3β,11α,26)-ergosta-5,24(28)-diene-3,11,26-triol 3-O-(β-D-glucopyranosyl)-11-O-(α-L-rhamnopyranosyl)-26-O-β-D-glucopyranoside (3), and (3β,11α,21,26)-ergosta…

chemistry.chemical_classificationErgostanebiologyStereochemistryOrganic ChemistryGlycosideHydrocotyle umbellataMass spectrometrybiology.organism_classificationBiochemistryCatalysisInorganic ChemistryTerpenechemistry.chemical_compoundTriterpenoidchemistryDrug DiscoveryOrganic chemistryPhysical and Theoretical ChemistryOleanolic acidTwo-dimensional nuclear magnetic resonance spectroscopyHelvetica Chimica Acta
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Acylated triterpene saponins from the roots of Securidaca longepedunculata.

2009

Abstract Four triterpene saponins , 3- O -β- d -glucopyranosylpresenegenin 28- O -β- d -apiofuranosyl-(1 → 3)-β- d -xylopyranosyl-(1 → 4)-[β- d -apiofuranosyl-(1 → 3)]-α- l -rhamnopyranosyl-(1 → 2)-{4- O -[( E )-3,4,5-trimethoxycinnamoyl]}-β- d -fucopyranosyl ester, 3- O -β- d -glucopyranosylpresenegenin 28- O -β- d -apiofuranosyl-(1 → 3)-β- d -xylopyranosyl-(1 → 4)-[β- d -apiofuranosyl-(1 → 3)]-α- l -rhamnopyranosyl-(1 → 2)-[(6- O -acetyl)-β- d -glucopyranosyl-(1 → 3)]-{4- O -[( E )-3,4,5-trimethoxycinnamoyl]}-β- d -fucopyranosyl ester, 3- O -β- d -glucopyranosylpresenegenin 28- O -β- d -apiofuranosyl-(1 → 3)-β- d -xylopyranosyl-(1 → 4)-[β- d -apiofuranosyl-(1 → 3)]-α- l -rhamnopyranosyl-(…

chemistry.chemical_classificationMolecular StructureChemistryStereochemistryPlant ExtractsChemical structureAcylationSaponinSecuridacaPlant ScienceGeneral MedicineHorticultureSaponinsBiochemistryPresenegeninPlant RootsTriterpenesTriterpenoidSecuridaca longepedunculataTriterpeneMolecular BiologyTwo-dimensional nuclear magnetic resonance spectroscopyPhytochemistry
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Polyacanthoside A, a new oleanane-type triterpenoid saponin with cytotoxic effects from the leaves of Acacia polyacantha (Fabaceae)

2018

The chemical investigation of the leaves and stem bark of Acacia polyacantha (Fabaceae) led to the isolation of a new oleanane-type triterpenoid saponin named polyacanthoside A 1 together with fifteen known compounds. Their structures were established from spectral , mainly HRESIMS, 1D NMR and 2D NMR and by comparison with literature data. The cytotoxicity of compound 1 and the analogues 8 as well as doxorubicin was determined in a panel of 9 cancer cell lines including sensitive and drug resistant phenotypes. Unlike the analogue 8, compound 1 as well as doxorubicin displayed cytotoxic effects in all the 9 tested cancer cell lines with IC50 values ranged from 8.90 μM (towards CCRF-CEM leuke…

chemistry.chemical_classificationStem barkbiologyTraditional medicine010405 organic chemistryChemistryOrganic ChemistryAcaciaPlant ScienceFabaceaebiology.organism_classification01 natural sciencesBiochemistry0104 chemical sciencesAnalytical Chemistry010404 medicinal & biomolecular chemistrychemistry.chemical_compoundCytotoxic T cell3-O-methyl-D-chiro-inositolOleananeTriterpenoid saponin
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