0000000000161846

AUTHOR

Ghezala Gaidi

showing 9 related works from this author

A New Major Triterpene Saponin from the Roots of Cucurbita foetidissima

2000

Foetidissimoside B (1), a novel triterpene saponin, was isolated from the roots of Cucurbita foetidissima. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis and on chemical transformations, the structure of 1 was elucidated as 3-O-beta-D-glucuronopyranosyl-echinocystic acid 28-O-beta-D-glucopyranosyl-(1-->3)-beta-D-xylopyranosyl(1-->3)-[beta- D-xylopyranosyl (1-->4)]-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside . Compound 1 did not show any ability to potentiate in vitro cisplatin cytotoxicity in a human colon cancer cell line.

StereochemistryMolecular Sequence DataSaponinPharmaceutical ScienceUronic acidPharmacognosyPlant RootsAnalytical Chemistrychemistry.chemical_compoundTriterpeneDrug DiscoveryCarbohydrate ConformationTumor Cells CulturedHumansOleanolic AcidCytotoxicityPharmacologychemistry.chemical_classificationbiologySpectrum AnalysisOrganic ChemistryGlycosideSaponinsbiology.organism_classificationCucurbitaceaeCarbohydrate SequenceComplementary and alternative medicineHeteronuclear moleculechemistryBiochemistryMolecular MedicineCucurbita foetidissimaDrug Screening Assays AntitumorJournal of Natural Products
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Two new biologically active triterpene saponins from Acanthophyllum squarrosum.

2000

Two novel triterpenoid saponins (1 and 2) have been isolated from the roots of Acanthophyllum squarrosum. The structures were established mainly by a combination of 2D NMR techniques as 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-be ta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3 )-b eta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->4)-[alpha-L- rhamnopyranosyl-(1-->3)]-beta-D-fucopyranoside (1) and 3-O-beta-D-glucopyranosylgypsogenin-28-O-alpha-L-rhamnopyranosyl-( 1-- >2)-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->6 )]- beta-D-glucopyranoside (2). Compound 1 showed a moderate concentration-dependent immunomodulatory effect …

Magnetic Resonance SpectroscopySpectrophotometry InfraredStereochemistryChemical structureMolecular Sequence DataSaponinPharmaceutical SciencePharmacognosySpectrometry Mass Fast Atom BombardmentPlant RootsAnalytical Chemistrychemistry.chemical_compoundTriterpeneAdjuvants ImmunologicDrug DiscoveryLymphocytesOleanolic AcidOleanolic acidPharmacologychemistry.chemical_classificationPlants MedicinalPlant ExtractsHydrolysisOrganic ChemistryGlycosideNuclear magnetic resonance spectroscopySaponinsTerpenoidComplementary and alternative medicinechemistryCarbohydrate SequenceMolecular MedicineCell DivisionJournal of natural products
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Glandulosides A-D, triterpene saponins from Acanthophyllum glandulosum.

2004

Four novel triterpenoid saponins, glandulosides A (1), B (2), C (3), and D (4), together with two known saponins (5 and 6) have been isolated from the roots of Acanthophyllum glandulosum. Their structures were elucidated using a combination of homo- and heteronuclear 2D NMR techniques (COSY, TOCSY, NOESY, HSQC, and HMBC) and by FABMS. The new compounds were characterized as 23-O-beta-D-galactopyranosylgypsogenic acid-28-O-beta-D-glucopyranosyl-(1-->3)-[beta-d-galactopyranosyl-(1-->6)]-beta-D-galactopyranoside (1), 3-O-beta-D-galactopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-xylopyranosyl-(1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-l-rhamn…

StereochemistrySaponinPharmaceutical ScienceCaryophyllaceaeUronic acidIranPlant RootsAnalytical Chemistrychemistry.chemical_compoundTriterpeneDrug DiscoveryTetrasaccharideTrisaccharideNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationPlants MedicinalMolecular StructureOrganic ChemistryGlycosideStereoisomerismSaponinsTriterpenesComplementary and alternative medicinechemistryHeteronuclear moleculeMolecular MedicineTwo-dimensional nuclear magnetic resonance spectroscopyJournal of natural products
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New Acylated Triterpene Saponins from Silene fortunei that Modulate Lymphocyte Proliferation

2002

Three new acylated triterpene saponins 1-3, with a quillaic acid as aglycon, were isolated from the roots of Silene fortunei together with a known phytoecdysteroid (20-hydroxyecdysone). The compounds were characterized mainly by a combination of 2D NMR techniques, mass spectrometry, and chemical methods. Saponins 1-3, jenisseensosides C and D (4, 5), and 6 (deacylated form of 2/3 and 4/5) were found to stimulate the proliferation of the Jurkat tumor cell lines at low concentration. At high concentration, 2/3 and 4/5 inhibited the proliferation of the cells and suggested the induction of apoptosis.

SaponinPhytoecdysteroidPharmaceutical ScienceApoptosisLymphocyte proliferationPharmacognosyLymphocyte ActivationPlant RootsJurkat cellsAnalytical ChemistryJurkat CellsTriterpeneDrug DiscoveryHumansSileneNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationSilenePlants MedicinalMolecular StructurebiologyHydrolysisOrganic ChemistryGlycosideAcetylationStereoisomerismSaponinsbiology.organism_classificationTriterpenesComplementary and alternative medicinechemistryBiochemistryMolecular MedicineJournal of Natural Products
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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
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Foetidissimosides C—F, Novel Glycosides from the Roots of Cucurbita foetidissima.

2004

Two novel echinocystic acid (=(3β,16α)-3,16-dihydroxyolean-12-en-28-oic acid) glycosides, foetidissimosides C (1), and D (2), along with new cucurbitane glycosides, i.e., foetidissimosides E/F (3/4) as an 1 : 1 mixture of the (24R)/(24S) epimers, were obtained from the roots of Cucurbita foetidissima. Their structures were elucidated by means of a combination of homo- and heteronuclear 2D-NMR techniques (COSY, TOCSY, NOESY, ROESY, HSQC, and HMBC), and by FAB-MS. The new compounds were characterized as (3β,16α)-28-{[O-β-D-glucopyranosyl-(13)-O-β-D-xylopyranosyl-(14)-O-6-deoxy-α-L-mannopyranosyl-(12)-α-L-arabinopyranosyl]oxy}-16-hydroxy-28-oxoolean -12-en-3-yl β-D-glucopyranosiduronic acid (1…

chemistry.chemical_classificationbiologyStereochemistryGlycosideGeneral Medicinebiology.organism_classificationCucurbitanechemistry.chemical_compoundchemistryHeteronuclear moleculeCucurbita foetidissimaEpimerEchinocystic acidTwo-dimensional nuclear magnetic resonance spectroscopyHeteronuclear single quantum coherence spectroscopyChemInform
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Junceosides A-C, new triterpene saponins from Arenaria juncea.

2002

Three novel triterpenoid saponins, junceosides A (1), B (2), and C (3), together with two known saponins have been isolated from the roots of Arenaria juncea. Their structures were elucidated using a combination of homo- and heteronuclear 2D NMR techniques (COSY, TOCSY, NOESY, HSQC, and HMBC) and by FABMS. The new compounds were characterized as 3-O-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-glucopyranosyl(1-->3)-[beta-D-xylopyranosyl-(1-->4)]-alpha-L-rhamnopyranosyl-(1-->2)-beta-D-fucopyranoside (1), 3-O-alpha-L-arabinopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosylgypsogenin-28-O-beta-D-x…

Chemical PhenomenaSpectrophotometry InfraredStereochemistrySaponinPharmaceutical ScienceCaryophyllaceaeUronic acidPlant RootsAnalytical Chemistrychemistry.chemical_compoundTriterpeneDrug DiscoveryTetrasaccharideTrisaccharideOleanolic AcidPharmacologychemistry.chemical_classificationPlants MedicinalMolecular StructureChemistry PhysicalHydrolysisOrganic ChemistrySaponinsTriterpenesXylosideComplementary and alternative medicinechemistryHeteronuclear moleculeMolecular MedicineChromatography Thin LayerTwo-dimensional nuclear magnetic resonance spectroscopyDrugs Chinese HerbalJournal of natural products
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Foetidissimosides C–F, Novel Glycosides from the Roots ofCucurbita foetidissima

2004

Two novel echinocystic acid (=(3β,16α)-3,16-dihydroxyolean-12-en-28-oic acid) glycosides, foetidissimosides C (1), and D (2), along with new cucurbitane glycosides, i.e., foetidissimosides E/F (3/4) as an 1 : 1 mixture of the (24R)/(24S) epimers, were obtained from the roots of Cucurbita foetidissima. Their structures were elucidated by means of a combination of homo- and heteronuclear 2D-NMR techniques (COSY, TOCSY, NOESY, ROESY, HSQC, and HMBC), and by FAB-MS. The new compounds were characterized as (3β,16α)-28-{[O-β-D-glucopyranosyl-(13)-O-β-D-xylopyranosyl-(14)-O-6-deoxy-α-L-mannopyranosyl-(12)-α-L-arabinopyranosyl]oxy}-16-hydroxy-28-oxoolean -12-en-3-yl β-D-glucopyranosiduronic acid (1…

chemistry.chemical_classificationbiologyChemistryStereochemistryOrganic ChemistryGlycosideCucurbitanebiology.organism_classificationBiochemistryCatalysisInorganic Chemistrychemistry.chemical_compoundHeteronuclear moleculeDrug DiscoveryEpimerCucurbita foetidissimaPhysical and Theoretical ChemistryEchinocystic acidTwo-dimensional nuclear magnetic resonance spectroscopyHeteronuclear single quantum coherence spectroscopyHelvetica Chimica Acta
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Saponins-mediated potentiation of cisplatin accumulation and cytotoxicity in human colon cancer cells.

2002

The triterpene saponins jenisseensosides A, B, C, D were found to increase the accumulation and cytotoxicity of the anticancer agent cisplatin in human colon tumor cells. These compounds are glycosides of quillaic acid whose fucose residue was acylated by a trans- or cis-p methoxycinnamic acid. In contrarst, other saponins derivatives without this acyl moiety were not found to potentiate the accumulation and cytotoxicity of cisplatin. These results suggested the importance of the acyl moiety for activity.

Cell SurvivalSaponinPharmaceutical SciencePlant RootsFucoseAnalytical Chemistrychemistry.chemical_compoundStructure-Activity RelationshipTriterpeneDrug DiscoverymedicineMoietyHumansOleanolic AcidCytotoxicitySilenePlatinumPharmacologychemistry.chemical_classificationCisplatinDose-Response Relationship DrugPlant ExtractsOrganic ChemistryGlycosideBiological activityDrug SynergismSaponinsTriterpenesComplementary and alternative medicinechemistryBiochemistryMolecular Medicinelipids (amino acids peptides and proteins)CisplatinHT29 Cellsmedicine.drugPlanta medica
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