Search results for "Triterpenoid"

showing 10 items of 51 documents

New triterpenoid estersaponins from the root barks of Pittosporum verticillatum subsp. verticillatum and evaluation of cytotoxicities

2013

The phytochemical investigation of the root barks of Pittosporum verticillatum Bojer subsp. verticillatum led to the isolation of three new triterpene saponins, 3-O-[β-D-glucopyranosyl-(1→2)]-[α-L-arabinopyranosyl-(1→3)]-[α-L-arabinofuranosyl-(1→4)]-β-D-glucuronopyranosyl-21-O-(2-acetoxy-2-methylbutanoyl)-R1-barrigenol (1), 3-O-[β-D-glucopyranosyl-(1→2)]-[α-L-arabinopyranosyl-(1→3)]-[α-L-arabinofuranosyl-(1→4)]-β-D-glucuronopyranosyl-21-O-(2-acetoxy-2-methylbutanoyl)-28-O-acetyl-R1-barrigenol (2), 3-O-[β-D-glucopyranosyl-(1→2)]-[α-L-arabinopyranosyl-(1→3)]-[α-L-arabinofuranosyl-(1→4)]-β-D-glucuronopyranosyl-21-O-β,β-dimethylacryloyl-22-O-angeloyl-R1-barrigenol (3), and one known saponin sen…

Senaciapittoside BStereochemistrySaponinPlant RootsCell LineTerpeneTriterpenoidTriterpeneCell Line TumorNeoplasmsDrug DiscoveryAnimalsHumansRosalesPharmacologychemistry.chemical_classificationMolecular StructurebiologyPlant ExtractsGeneral MedicineSaponinsPittosporumbiology.organism_classificationTriterpenesRatschemistryPhytochemicalPlant BarkHuman cancerFitoterapia
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Concentriols B, C and D, three squalene-type triterpenoids from the ascomycete Daldinia concentrica

2002

Abstract Three squalene-type triterpenoids named concentricols B, C and D ( 1 – 3 ) were isolated from the ethyl acetate extract of fruiting bodies of the xylariaceous ascomycete Daldinia concentrica . Their absolute structures were elucidated by analysis of 2D NMR, MS, IR and UV spectra, and the modified Mosher's method.

SqualeneMagnetic Resonance SpectroscopyMolecular StructureStereochemistrySpectrum AnalysisEthyl acetatePlant ScienceGeneral MedicineHorticultureBiologybiology.organism_classificationBiochemistryTriterpenesSqualenechemistry.chemical_compoundTriterpenoidUv spectraAscomycotachemistryDaldinia concentricaOrganic chemistryMolecular BiologyTwo-dimensional nuclear magnetic resonance spectroscopyPhytochemistry
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Triterpenoid saponins from the roots of Spergularia marginata.

2016

Phytochemical investigations of the roots of Spergularia marginata had led to the isolation of four previously undescribed triterpenoid saponins, a known one and one spinasterol glycoside. Their structures were established by extensive NMR and mass spectroscopic techniques as 3-O-β-D-glucuronopyranosyl echinocystic acid 28-O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-α-L- arabinopyranosyl ester, 3-O-β-D-glucopyranosyl-(1 → 3)-β-D-glucuronopyranosyl echinocystic acid 28-O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)- α-L-arabinopyranosyl ester, 3-O-β-D-glucopy…

StereochemistryCaryophyllaceaeCaryophyllaceaePlant ScienceHorticulture01 natural sciencesBiochemistryPlant Rootschemistry.chemical_compoundTriterpenoidHumansOleanolic AcidCytotoxicityMolecular BiologyNuclear Magnetic Resonance Biomolecularchemistry.chemical_classificationbiologyMolecular Structure010405 organic chemistryGlycosideGeneral MedicineSaponinsbiology.organism_classificationTriterpenes0104 chemical sciences010404 medicinal & biomolecular chemistryMoroccoSpinasterolchemistryPhytochemicalTwo-dimensional nuclear magnetic resonance spectroscopySpergulariaPhytochemistry
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Terpenoid glycosides from the root's barks of Eriocoelum microspermum Radlk. ex Engl.

2018

Abstract Eight undescribed triterpenoid saponins together with a known one, and two undescribed sesquiterpene glycosides were isolated from root's barks of Eriocoelum microspermum. Their structures were elucidated by spectroscopic methods including 1D and 2D experiments in combinaison with mass spectrometry as 3-O-α-L-rhamnopyranosyl-(1 → 3)-[α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 3)-[β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 4)-[α-L-rhamnopyrano…

StereochemistryChemical structurePlant ScienceHorticultureSesquiterpenePlant Roots01 natural sciencesBiochemistrychemistry.chemical_compoundSapindaceaeTriterpenoidCarbohydrate ConformationEriocoelum microspermumGlycosidesMolecular Biologychemistry.chemical_classificationTerpenes010405 organic chemistryChemistrySapindoideaeGlycosideGeneral MedicineTerpenoid0104 chemical sciences010404 medicinal & biomolecular chemistryChemotaxonomyPlant BarkPhytochemistry
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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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New insights into the bioactivity of cucurbitacins

2005

The cucurbitacins are a group of tetracyclic triterpenoids derived from the cucurbitane skeleton and found primarily in the Cucurbitaceae family. These triterpenoids, present in free or glycosidic form, are generally responsible for the bitter taste of the plants that contain them and are probably the principal cause of the antifeedant effects observed for such plants. Several plants used in traditional medicine to treat both inflammatory diseases as well as various types of tumors are rich in cucurbitacins, a fact which has given rise to several studies concerning their potential use as anti-inflammatory and anticancer agents. Nevertheless, since many cucurbitacins are extremely toxic, rel…

Terpenechemistry.chemical_compoundCucurbitacinsTriterpenoidTraditional medicinechemistryTetracyclic triterpenoidsBiological activityPharmacologyBiologyCucurbitaneBitter taste
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Rapid Self-Healing and Thixotropic Organogelation of Amphiphilic Oleanolic Acid–Spermine Conjugates

2021

Natural and abundant plant triterpenoids are attractive starting materials for the synthesis of conformationally rigid and chiral building blocks for functional soft materials. Here, we report the rational design of three oleanolic acid-triazole-spermine conjugates, containing either one or two spermine units in the target molecules, using the Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction. The resulting amphiphile-like molecules 2 and 3, bearing just one spermine unit in the respective molecules, self-assemble into highly entangled fibrous networks leading to gelation at a concentration as low as 0.5% in alcoholic solvents. Using step-strain rheological measurements, we show ra…

Thixotropy116 Chemical sciencesSpermine02 engineering and technologySurfaces and Interfaces010402 general chemistry021001 nanoscience & nanotechnologyCondensed Matter Physics01 natural sciencesCombinatorial chemistrySoft materials0104 chemical scienceschemistry.chemical_compoundTriterpenoidchemistrySelf-healingAmphiphileElectrochemistryGeneral Materials Science0210 nano-technologyOleanolic acidSpectroscopyConjugateLangmuir
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Chionaeosides A–D, Triterpene Saponins from Paronychia chionaea

2007

Four new triterpenoid saponins, chionaeosides A-D (1-4) were isolated from the roots of Paronychia chionaea. On the basis of their spectroscopic data, the structures of the new saponins were established as 3-O-alpha-L-arabinopyranosylgypsogenic acid 28-O-beta-D-glucopyranosyl-(1--3)-beta-D-glucopyranosyl-(1--6)-beta-D-glucopyranoside (1), 3-O-alpha-L-arabinopyranosylgypsogenic acid 28-O-beta-D-glucopyranosyl-(1--6)-beta-D-glucopyranoside (2), 3-O-alpha-L-arabinopyranosylgypsogenic acid 28-O-beta-D-glucopyranoside (3), and 3-O-alpha-L-arabinopyranosylgypsogenic acid (4).

TurkeyStereochemistrySaponinPharmaceutical ScienceParonychia (plant)CaryophyllaceaePharmacognosyPlant RootsAnalytical ChemistryTriterpenoidTriterpeneDrug DiscoveryTrisaccharidePharmacologychemistry.chemical_classificationPlants MedicinalMolecular StructurebiologyOrganic ChemistryGlycosideSaponinsbiology.organism_classificationTriterpenesTerpenoidComplementary and alternative medicinechemistryMolecular MedicineJournal of Natural Products
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Cytotoxic glycosides from the roots of Weigela x “Bristol Ruby”

2019

International audience; Seven oleanane-type glycosides were extracted and isolated by various chromatographic methods from the roots of Weigela x "Bristol Ruby" (1-7), six previously undescribed (1-6) and a known one (7). Their structures were assigned by spectroscopic analysis mainly 2D NMR and mass spectrometry (ESIMS). Selected triterpenoid glycosides (1-3, 6, 7) displayed a good cytotoxic activity against a mouse colon cancer cell line CT26.

WeigelaCytotoxicityPhytochemicalsOleanolic acid glycosidesMass spectrometryPlant Roots01 natural sciencesCaprifoliaceaeMiceTriterpenoidCell Line TumorDrug Discovery[SDV.IDA]Life Sciences [q-bio]/Food engineeringAnimalsCytotoxic T cellGlycosidesOleanolic AcidCytotoxicityCaprifoliaceaePharmacologychemistry.chemical_classificationChromatographyMolecular Structurebiology010405 organic chemistryGlycosideGeneral MedicineWeigela x “Bristol Ruby”biology.organism_classificationAntineoplastic Agents PhytogenicTriterpenesNMR3. Good health0104 chemical sciences010404 medicinal & biomolecular chemistrychemistryTwo-dimensional nuclear magnetic resonance spectroscopy
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Identification of bound alcohols in soil humic acids by gas chromatography-mass spectrometry

2000

International audience; Humic acids are complex, partly macromolecular, yellow-brownish substances occurring in soils, waters and sediments. In order to shed some light on their molecular structure, crop humic acids were cleaved by alkaline hydrolysis (KOH). The products were fractionated by thin layer chromatography to give mono-alcohols which were analysed as acetate derivatives by gas chromatography coupled to mass spectrometry. Linear alcohols, sterols, stanols and plant-derived triterpenoid alcohols were identified by co-injection of pure standards and by comparison with literature data. These findings imply that alcohols could have been incorporated into the humic matrix by esterifica…

[SDE] Environmental SciencescampesterolKOH hydrolysisstanols[SDV]Life Sciences [q-bio]TLCFatty alcoholBrassicasterolAlkaline hydrolysis (body disposal)chemical degradation[SDV.SA.SDS]Life Sciences [q-bio]/Agricultural sciences/Soil study010402 general chemistryMass spectrometry01 natural sciencescomplex mixtureskerogenchemistry.chemical_compoundsterolstigmasterolOrganic chemistrySpectroscopyChromatographyhuminChemistryhumic substancesamyrin010401 analytical chemistrybrassicasterolcholesterolGeneral MedicineAtomic and Molecular Physics and OpticsThin-layer chromatography0104 chemical sciences[SDV] Life Sciences [q-bio]CHIMIE ANALYTIQUEsitosteroln-alkanols[SDE]Environmental SciencesHumintriterpenoidGas chromatographyGas chromatography–mass spectrometryGC-MSfatty alcohol
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