Search results for "SAP"

showing 10 items of 1142 documents

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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Steroidal saponins from Chlorophytum deistelianum.

2016

Abstract Phytochemical investigation of the aerial parts of Chlorophytum deistelianum led to the isolation of four previously undescribed steroidal saponins called chlorodeistelianosides A–D with five known ones. Their structures were established mainly by extensive 1D and 2D NMR spectroscopic techniques and mass spectrometry as (25R)-3β-[(β- d -glucopyranosyl-(1 → 3)-[α- l -rhamnopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 3)-[β- d -glucopyranosyl-(1 → 2)]-β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)oxy]-5α-spirostan-12-one, (24S,25S)-24-[(β- d -glucopyranosyl)oxy]-3β-[(β- d -glucopyranosyl-(1 → 2)-[β- d -xylopyranosyl-(1 → 3)]-β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)ox…

StereochemistryPlant ScienceHorticulture01 natural sciencesBiochemistryLiliaceaeSpirostansAnimalsHumansCameroonMolecular BiologyNuclear Magnetic Resonance Biomolecularchemistry.chemical_classificationbiologyMolecular Structure010405 organic chemistryGlycosidePhytosterolsStereoisomerismGeneral MedicineSaponinsbiology.organism_classificationAntineoplastic Agents Phytogenic0104 chemical sciencesRats010404 medicinal & biomolecular chemistrychemistryDrug Screening Assays AntitumorChlorophytumTwo-dimensional nuclear magnetic resonance spectroscopyHuman cancerPhytochemistry
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Triterpenoid saponins from Hydrocotyle bonariensis Lam

2011

Abstract Phytochemical investigation of the under-ground parts of Hydrocotyle bonariensis led to the isolation of five oleanane-type triterpenoid saponins, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -(2-methylbutyroyl)-22- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -(2-methylbutyroyl)-28- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-R 1 -barrigenol, a…

StereochemistryPlant ScienceHorticultureBiochemistryHydrocotyle bonariensisTriterpenoidHumansCameroonNuclear Magnetic Resonance BiomolecularMolecular BiologyMolecular StructurebiologyChemistryStereoisomerismGeneral MedicineSaponinsHCT116 Cellsbiology.organism_classificationAntineoplastic Agents PhytogenicTriterpenesHuman colon cancerDrug Screening Assays AntitumorHT29 CellsTwo-dimensional nuclear magnetic resonance spectroscopyRhizomeApiaceaePhytochemistry
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Triterpene saponins from Billia rosea.

2017

Five previously undescribed triterpene saponins, billiosides A-E, and a known analogue, were isolated from the seeds of Billia rosea (Planch. & Linden) C. Ulloa & P. Jorg. Their structures were elucidated on the basis of extensive 1D and 2D NMR experiments (1H, 13C, DEPT, COSY, TOCSY, NOESY, ROESY, HSQC, and HMBC) and mass spectrometry as (3β,21β,22α)-3-[(2-O-β-D-glucopyranosyl-O-[α-L-arabinopyranosyl-(1 → 4)]-β-D-glucopyranosyl)oxy]-21-[((2E,6S)-2,6-dimethyl-6-hydroxyocta-2,7-dienoyl)oxy]-22-(acetyloxy)-24-hydroxyolean-12-en-28-oic acid, (3β,21β,22α)-3-[(2-O-β-D-galactopyranosyl-β-D-glucopyranosyl)oxy]-21,22-dihydroxyolean-12-en-28-yl O-α-L-arabinopyranosyl-(1 → 4)-β-D-glucopyranoside, (3β…

StereochemistryPlant ScienceHorticultureDEPTBillia rosea01 natural sciencesBiochemistryIntestinal absorptionTriterpeneOrganic chemistryAnimalsHypoglycemic AgentsMolecular Biologychemistry.chemical_classificationMolecular Structure010405 organic chemistryChemistryHippocastanaceaeGeneral MedicineSaponinsTriterpenes0104 chemical sciencesRatsIntestines010404 medicinal & biomolecular chemistryGlucoseIntestinal AbsorptionSeedsMicrosomes LiverTwo-dimensional nuclear magnetic resonance spectroscopyPhytochemistry
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Solanum incanum and S. heteracanthum as sources of biologically active steroid glycosides: Confirmation of their synonymy

2012

A new spirostanol saponin (1), along with four known saponins, dioscin (2), protodioscin (3), methyl-protodioscin (4), and indioside D (5), and one known steroid glycoalkaloid solamargine (6) were isolated from the two synonymous species, Solanum incanum and S. heteracanthum. The structure of the new saponin was established as (23S,25R)-spirost-5-en-3β,23-diol 3-O-{β-D-xylopyranosyl-(1→2)-O-α-L-rhamnopyranosyl-(1→4)-[O-α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside}, by using a combination of 1D and 2D NMR techniques including (1)H, (13)C, COSY, TOCSY, NOESY, HSQC and HMBC experiments and by mass spectrometry. The compounds 1, 3, 4 and 5 were evaluated for cytotoxicity against five cancer c…

StereochemistryProtodioscinSaponinDiosgeninSolanumSolanaceous AlkaloidsAntioxidantsMicechemistry.chemical_compoundSpecies SpecificityGlycoalkaloidCell Line TumorNeoplasmsDrug DiscoverySpirostansAnimalsHumansSolanum incanumGlycosidesPharmacologychemistry.chemical_classificationSolamargineMolecular StructurebiologyPlant ExtractsGlycosideGeneral MedicineDiosgeninSaponinsbiology.organism_classificationAntineoplastic Agents PhytogenicchemistrySteroidsSolanumPhytotherapyFitoterapia
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Three New Triterpene Saponins from Two Species of Carpolobia

2002

Three new acetylated triterpene saponins 1-3 were isolated from the roots of Carpolobia alba and C. lutea. Their structures were established mainly by 2D NMR techniques as 3-O-beta-D-glucopyranosylpresenegenin-28-O-beta-D-galactopyranosyl-(1-->4)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)-(3,4-di-O-acetyl)-beta-D-fucopyranosyl ester, 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)-(3,4-di-O-acetyl)-beta-D-fucopyranosyl ester, and 3-O-beta-D-glucopyranosylpresenegenin-28-O-beta-D-xylopyranosyl-(1-->4)-[beta-D-apiofuranosyl…

StereochemistrySaponinNigeriaPharmaceutical SciencePharmacognosyAnalytical ChemistryCarpolobiaTriterpeneDrug DiscoveryTumor Cells CulturedHumansTrisaccharideOleanolic AcidNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationPlants MedicinalMolecular StructurebiologyHydrolysisOrganic ChemistryGlycosideStereoisomerismSaponinsbiology.organism_classificationAntineoplastic Agents PhytogenicTriterpenesTerpenoidPolygalaceaeComplementary and alternative medicinechemistryColonic NeoplasmsMolecular MedicinePolygalaceaeChromatography Thin LayerCisplatinDrug Screening Assays AntitumorJournal 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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Antiproliferative Oleanane Saponins from Meryta denhamii

2008

Eight new oleanane saponins (1- 8) together with four know saponins (9-12) were isolated from the aerial parts of Meryta denhamii. Their structures were elucidated by 1D and 2D NMR experiments including 1D TOCSY, DQF-COSY, ROESY, HSQC, and HMBC spectroscopy, as well as ESIMS analysis. The antiproliferative activity of all compounds was evaluated using three murine and human cancer cell lines: J774.A1, HEK-293, and WEHI-164.

StereochemistrySaponinPharmaceutical SciencePharmacognosyAnalytical ChemistryMicechemistry.chemical_compoundTriterpeneDrug DiscoveryAnimalsHumansMeryta denhamiiOleanolic AcidAraliaceaeNuclear Magnetic Resonance BiomolecularOleananePharmacologychemistry.chemical_classificationPlants MedicinalMolecular StructurebiologyOrganic ChemistryGlycosideSaponinsbiology.organism_classificationAntineoplastic Agents PhytogenicSettore CHIM/08 - Chimica FarmaceuticaOleanane Saponins Antiproliferative effectsTerpenoidItalyComplementary and alternative medicinechemistryBiochemistrySettore BIO/14 - FarmacologiaMolecular MedicineDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyJournal of Natural Products
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Two Triterpene Saponins from Achyranthes bidentata.

2001

Bidentatoside II (1) and chikusetsusaponin V methyl ester (2) are two further triterpene saponins isolated from the roots of Achyranthes bidentata. Chemical and homo and heteronuclear two-dimensional (2D) NMR techniques have led to the structural elucidation of 1 which is a new seco-glycoside of oleanolic acid and the full 1H- and 13C-NMR assignments of 2. These compounds did not show any potentiation of the in vitro cytotoxicity of cisplatin in the HT 29 human colon cancer cell line.

StereochemistrySaponinPharmacognosyPlant Rootschemistry.chemical_compoundGlucosideTriterpeneDrug DiscoveryHumansOleanolic acidAchyranthes bidentataAchyrantheschemistry.chemical_classificationbiologyPlant ExtractsGlycosideGeneral ChemistryGeneral MedicineSaponinsbiology.organism_classificationAntineoplastic Agents PhytogenicTriterpenesTerpenoidBiochemistrychemistryHT29 CellsChemical and Pharmaceutical Bulletin
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Anti-Inflammatory Activity of Unusual Lupane Saponins fromBupleurum fruticescens

1998

Extracts from Bupleurum fruticescens were examined for oral and topical anti-inflammatory activities. The BuOH extract proved to be active against carrageenan and tetradecanoylphorbol acetate acute edemas and allowed the isolation of three saponins identified by spectroscopic techniques as 3 beta-O-(O-alpha-L-rhamnopyranosyl-(1-->4)-O-[beta-D-glucopyranosyl- (1-->6)]-O-beta-D-glucopyranosyl)lup-20(29)-ene-23,28-dioic acid (fruticesaponin A), 3 beta-O-(O-alpha-L-rhamnopyranosyl-(1-->4)-O-beta-D-glucopyranosyl) lup-20(29)-ene-23,28-dioic acid 28-O-beta-D-glucopyranosyl ester (fruticesaponin B), and 3 beta-O-(O-alpha-L-rhamnopyranosyl-(1-->4)-O-[beta-D-glucopyranosyl- (1-->6)]-O-beta-D-glucopy…

Stereochemistrymedicine.drug_classSaponinPharmaceutical SciencePharmacognosyAnti-inflammatoryAnalytical Chemistrylaw.inventionMiceStructure-Activity Relationshipchemistry.chemical_compoundlawDrug DiscoverymedicineAnimalsEdemaMoietyPharmacologychemistry.chemical_classificationPlants Medicinalbusiness.industryAnti-Inflammatory Agents Non-SteroidalOrganic ChemistrySaponinsTriterpenesCarrageenancarbohydrates (lipids)Complementary and alternative medicinechemistryTetradecanoylphorbol AcetateMolecular MedicineFemaleArachidonic acidPhytotherapybusinessPlanta Medica
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