0000000000239929

AUTHOR

Laurent Pouységu

showing 9 related works from this author

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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Steroidal saponins from the fruits of Solanum torvum

2013

Abstract Seven steroidal glycosides have been isolated from the fruits of Solanum torvum Swartz. Their structures were established by 2D NMR spectroscopic techniques ( 1 H, 1 H-COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectrometry as (25 S )-26-(β- d -glucopyranosyloxy)-3-oxo-5α-furost-20(22)-en-6α-yl- O -β- d -xylopyranoside ( 1 ), (25 S )-26-(β- d -glucopyranosyloxy)-3-oxo-22α-methoxy-5α-furostan-6α-yl -O -β- d -xylopyranoside ( 2 ), (25 S )-26-(β- d -glucopyranosyloxy)-3β-hydroxy-22α-methoxy-5α-furostan-6α-yl- O -α- l -rhamnopyranosyl-(1 → 3)-β- d -glucopyranoside ( 3 ), (25 S )-3β-hydroxy-5α-spirostan-6α-yl- O -β- d -xylopyranoside ( 4 ), (25 S )-3-oxo-5α-spirostan-6α-yl- O -β- d -x…

Magnetic Resonance SpectroscopyMolecular StructureSteroidal glycosidesbiologyStereochemistryChemistryPlant ScienceGeneral MedicineNuclear magnetic resonance spectroscopySaponinsHorticultureSolanumbiology.organism_classificationMass spectrometryBiochemistryMass SpectrometrySteroid SaponinsFruitBotanySolanum torvumMolecular BiologyTwo-dimensional nuclear magnetic resonance spectroscopyHeteronuclear single quantum coherence spectroscopyPhytochemistry
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Triterpene Saponins from the Fruits of Phytolacca rugosa (Phytolaccaceae)

2010

Four known serjanic acid glycosides were isolated from the fruits of Phytolacca rugosa and characterized mainly by 2D NMR spectroscopy and mass spectrometry. This aglycon has a chemotaxonomic significance for the genus Phytolacca.

Pharmacologychemistry.chemical_classificationbiologyPlant compositionGlycosidePlant ScienceGeneral MedicinePhytolacca rugosabiology.organism_classificationPhytolaccaceaeComplementary and alternative medicineTriterpenechemistryChemotaxonomyDrug DiscoveryBotanyPhytolaccaNatural Product Communications
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Acylated oleanane-type saponins from Ganophyllum giganteum

2014

Abstract Five oleanane-type saponins , 3- O -β- D -glucuronopyranosylzanhic acid 28- O -β- D -xylopyranosyl-(1→3)-[α- L -rhamnopyranosyl-(1→2)]-(4- O -acetyl)-β- D -fucopyranosyl ester ( 1 ), 3- O -β- D -glucopyranosylzanhic acid 28- O -β- D -xylopyranosyl-(1→3)-[α- L -rhamnopyranosyl-(1→2)]-(4- O -acetyl)-β- D -fucopyranosyl ester ( 2 ), zanhic acid 28- O -β- D -xylopyranosyl-(1→3)-[α- L -rhamnopyranosyl-(1→2)]-(4- O -acetyl)-β- D -fucopyranosyl ester ( 3 ), zanhic acid 28- O -α- L -rhamnopyranosyl-(1→2)-4- O -[(3′-hydroxy-2′-methyl-butyroyloxy)-3-hydroxy-2-methyl-butyroyloxy]-β- D -fucopyranosyl ester ( 4 ), medicagenic acid 28- O -α- L -rhamnopyranosyl-(1→2)-4- O -[(3′-hydroxy-2′-methyl-…

StereochemistryAcylationMolecular ConformationPlant ScienceHorticulturePlant RootsBiochemistryMiceStructure-Activity Relationshipchemistry.chemical_compoundSapindaceaeCell Line TumorAnimalsHumansOrganic chemistryMoietyOleanolic AcidMolecular BiologyOleananeCell ProliferationInflammationBiological ProductsDose-Response Relationship DrugChemistryHydrolysisAnti-Inflammatory Agents Non-SteroidalGeneral MedicineSaponinsAntineoplastic Agents PhytogenicMedicagenic acidDoratoxyleaeDrug Screening Assays AntitumorPhytochemistry
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New Steroidal Alkaloids from Solanum Hypomalacophyllum

2010

Two new steroidal alkaloids (1-2) have been isolated from the leaves and roots of Solanum hypomalacophyllum Bitter, respectively. Their structures have been elucidated as deacetoxysolaphyllidine-3- O-β-D-glucopyranoside (1) and 4-keto-5,6-dihydro-(20 S)-verazine (2). Furthermore, two known steroidal alkaloids, 20 R-verazine and 20 S-verazine, and the common secondary metabolites oleanolic acid and β-sitosterol were isolated from the roots, whereas deacetoxysolaphyllidine was obtained from the leaves.

PharmacologybiologyPlant compositionChemical structurePlant ScienceGeneral Medicinebiology.organism_classificationchemistry.chemical_compoundComplementary and alternative medicinechemistryDrug DiscoveryBotanySolanumChemical compositionOleanolic acidSolanaceaeNatural Product Communications
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Steroidal Saponins from the Fruits of Cestrum ruizteranianum

2011

Seven spirostane and furostane-type glycosides were isolated from the aqueous methanolic extract of the fruits of Cestrum ruizteranianum and characterized mainly by 2D NMR spectroscopy and mass spectrometry. These known saponins belong to the Δ5-spirostene and Δ5-furostene series and are reported in this species for the first time.

Pharmacologychemistry.chemical_classificationChromatographybiologyChemistryCestrumGlycosidePlant ScienceGeneral MedicineNuclear magnetic resonance spectroscopyMass spectrometrybiology.organism_classificationComplementary and alternative medicineDrug DiscoverySpectroscopyTwo-dimensional nuclear magnetic resonance spectroscopyNatural Product Communications
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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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Oleanane-type glycosides from Pittosporum tenuifolium “variegatum” and P. tenuifolium “gold star”

2017

Abstract The phytochemical study of two cultivars of Pittosporum tenuifolium Banks & Sol. ex Gaertn, “variegatum” and “gold star”, led to the isolation of eight oleanane-type glycosides: seven previously undescribed and a known one. Their aglycons are oxygenated oleanane derivatives as barringtogenol C, camelliagenin A, hederagenin, and 22α-hydroxyoleanolic acid. Their structures were established by 2D NMR spectroscopic techniques and mass spectrometry as 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl-21-O-angeloyl-22-O-acetylbarringtogenol C, 3-O-β-D-galactopyranosyl-(1 → 2)-[α-L-arabinopyranosyl-(1 → 3)]-β-D-glucuronopyranosyl-21,22-di-O-angeloylbar…

StereochemistryChemical structurePlant ScienceHorticulture01 natural sciencesBiochemistrychemistry.chemical_compoundGlycosidesOleanolic AcidRosalesMolecular BiologyOleananechemistry.chemical_classificationMolecular StructurebiologyPlant Extracts010405 organic chemistryPittosporum tenuifoliumGlycosideGeneral MedicineSaponinsPittosporumbiology.organism_classification0104 chemical sciences010404 medicinal & biomolecular chemistryHederageninchemistryPhytochemicalChemotaxonomyPhytochemistry
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Two New Oleanane-type Saponins from Hydrocotyle multifida

2018

A phytochemical study of a Venezuelan species Hydrocotyle multifida led to the isolation of five oleanane-type glycosides: two previously undescribed and three known ones. Their structures were established by 2D NMR spectroscopic techniques and mass spectrometry as 3- O-β-D-galactopyranosyl-(1→2)-[α-L-arabinopyranosyl-(1→3)]-β-D-glucuronopyranosyloleanolic acid and 3- O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-β-D-glucuronopyrano-syloleanolic acid. These results represent a significative contribution to the chemotaxonomy of the Hydrocotyle genus.

Pharmacologychemistry.chemical_classificationbiologyTraditional medicine010405 organic chemistryChemistryGlycosidePlant ScienceGeneral Medicinebiology.organism_classification01 natural sciences0104 chemical sciences010404 medicinal & biomolecular chemistrychemistry.chemical_compoundType (biology)Complementary and alternative medicinePhytochemicalDrug DiscoveryHydrocotyleAraliaceaeOleananeNatural Product Communications
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