Search results for "Presenegenin"

showing 6 items of 6 documents

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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New Acylated Presenegenin Saponins from Two Species ofMuraltia

2004

Six new acylated bisdesmosidic triterpene glycosides 1–6 were isolated from the roots of Muraltia heisteria (L.) DC., as three inseparable mixtures 1/2, 3/4, and 5/6 of the (E)- and (Z)-3,4,5-trimethoxycinnamoyl derivatives. The compound pair 1/2 along with four known saponins were also isolated from the roots of Muraltia satureioides DC. Their structures were elucidated mainly by spectroscopic experiments including 2D-NMR techniques as 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-β-D-apiofuranosyl-(13)-O-[β-D-xylopyranosyl-(14)]-O-α-L-rhamnopyranosyl-(12)-O-[6-O-acetyl-β-D-galactopyranosyl-(13)]-4-O-[(E)-3,4,5-trimethoxycinnamoyl]-β-D-fucopyranosyl} ester (1) and its (Z)-isomer 2, 3-O-(β-D-g…

chemistry.chemical_classificationStereochemistryChemistryOrganic ChemistryMuraltia heisteriaGlycosideBiochemistryPresenegeninCatalysisMuraltia satureioidesInorganic ChemistryTriterpeneDrug DiscoveryPhysical and Theoretical ChemistryHelvetica Chimica Acta
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Presenegenin Glycosides from Securidaca welwitschii

2010

) Centre de Recherche Phytochimique, Universite´ de Lie`ge, Institut de Chimie-B6, Sart Tilman,B-4000-Lie`ge IThe five new presenegenin glycosides 1–5 were isolated from Securidaca welwitschii, together withone known sucrose diester. Compounds 1–4 were obtained as pairs of inseparable (E)/(Z)-isomers of a3,4-dimethoxycinnamoyl derivative, i.e., 1/2 and 3/4. Their structures were elucidated mainly by 2D-NMR techniques and mass spectrometry as 3-O-(b-d-glucopyranosyl)presenegenin 28-{O-b-d-xylopyr-anosyl-(1!4)-O-a-l-rhamnopyranosyl-(1!2)-O-[b-d-glucopyranosyl-(1!3)]-4-O-[(E)-3,4-dimeth-oxycinnamoyl]-b-d-fucopyranosyl} ester (1) and its (Z)-isomer 2, 3-O-(b-d-glucopyranosyl)presenege-nin 28-{O…

chemistry.chemical_classificationStereochemistryPlant compositionChemical structureOrganic ChemistryGlycosideMass spectrometryBiochemistryPresenegeninCatalysisInorganic ChemistrySecuridaca welwitschiichemistry.chemical_compoundchemistryDrug DiscoveryPhysical and Theoretical ChemistryChemical compositionDerivative (chemistry)Helvetica Chimica Acta
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New Acylated Saponins fromPolygala myrtifolia

2003

The ten new acylated presenegenin (=(2β,3β,4α)-2,3,27-trihydroxyolean-12-ene-23,28-dioic acid) glycosides 1–10 have been isolated by successive MPLC from the roots of Polygala myrtifolia L. as five inseparable mixtures of the trans- and cis-4-methoxycinnamoyl derivatives, i.e., myrtifoliosides A1/A2 (1/2), B1/B2 (3/4), C1/C2 (5/6), D1/D2 (7/8), and E1/E2 (9/10). Their structures were elucidated mainly by extensive spectroscopic experiments, including 2D NMR techniques, as 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-β-D-galactopyranosyl-(13)-O-β-D-xylopyranosyl-(14)-O-[D-apio-β-D-furanosyl-(13)]-O-α-L-rhamnopyranosyl-(12)-O-[α-L-arabinopyranosyl-(13)]-4-O-(trans-4-methoxycinnamoyl)-β-D-fucopy…

chemistry.chemical_classificationbiologyStereochemistryOrganic ChemistryGlycosidebiology.organism_classificationBiochemistryPresenegeninPolygala myrtifoliaCatalysisInorganic ChemistrychemistryDrug DiscoveryPhysical and Theoretical ChemistryTwo-dimensional nuclear magnetic resonance spectroscopyHelvetica Chimica Acta
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Triterpene Saponins from Four Species of the Polygalaceae Family

2005

Twelve triterpene saponins were isolated by successive MPLC over silica gel from four species of Polygalaceae: From Polygala ruwenzoriensis, five new saponins 1–5 of which 1–4 as two pairs of (E)/(Z)-isomers, together with the four known compounds tenuifoline, (E)- and (Z)-senegasaponin b, (E)- and (Z)-senegin II, and polygalasaponin XXVIII, from the genus Carpolobia, one new saponin 6 from C. alba and the known arilloside (11) from C. lutea, and another new triterpene glycoside 7 from Polygala arenaria. Their structures were established mainly by 600-MHz 2D-NMR techniques (1H,1H-COSY, TOCSY, NOESY, HSQC, HMBC) as 3-O-(β-D-glucopyranosyl)presenegenin 28-{O-α-L-arabinopyranosyl-(1  4)-O-β-D-…

chemistry.chemical_classificationbiologyStereochemistryOrganic ChemistrySaponinGlycosidePolygalasaponin XXVIIIbiology.organism_classificationBiochemistryPresenegeninCatalysisPolygalaInorganic ChemistryCarpolobiaTriterpenechemistryDrug DiscoveryPolygalaceaePhysical and Theoretical ChemistryHelvetica Chimica Acta
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New Acylated Triterpene Saponins fromPolygala arenaria

2003

Eight new acylated triterpene saponins 1–8 were isolated from the roots of Polygala arenaria as four inseparable (E)/(Z) mixtures of the 4-methoxycinnamoyl and 3,4-dimethoxycinnamoyl derivatives by repeated MPLC over silica gel. Their structures were established mainly by 600-MHz 2D-NMR techniques (1H,1H-COSY, TOCSY, NOESY, HSQC, HMBC) as 3-O-(β-D-glucopyranosyl)presenegenin 28-(O-β-D-galactopyranosyl-(14)-O-[β-D-glucopyranosyl-(13)]-O-β-D-xylopyranosyl-(14)-O-α-L-rhamnopyranosyl-(12)-{4-O-[(E)-4-methoxycinnamoyl]}-β-D-fucopyranosyl) ester and its (Z)-isomer (1/2), 3-O-(β-D-glucopyranosyl)presenegenin 28-(O-β-D-galactopyranosyl-(14)-O-[β-D-glucopyranosyl-(13)]-O-β-D-xylopyranosyl-(14)-O-α-L…

chemistry.chemical_classificationbiologyStereochemistryOrganic ChemistryTenuifolinbiology.organism_classificationBiochemistryPresenegeninCatalysisPolygalaInorganic ChemistryTriterpenechemistryDrug DiscoveryMoietyPhysical and Theoretical ChemistryTwo-dimensional nuclear magnetic resonance spectroscopyLymphocyte Proliferation AssayHelvetica Chimica Acta
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