Search results for "TERPENES"

showing 10 items of 470 documents

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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Cytotoxic Isomalabaricane Triterpenes from the Marine Sponge Rhabdastrella globostellata

2006

Fourteen isomalabaricane triterpenes were isolated from the marine sponge Rhabdastrella globostellata. In addition to the known compounds globostellatic acids A (1) and D (4) and stelliferin riboside (13), 11 of the compounds were new natural products, which included globostelletin (3), eight new globostellatic acid congeners, F to M (2, 5-11), and two new stelliferin ribosides (12 and 14). The isolated compounds were tested against three different cancer cell lines, L5178Y (mouse lymphoma), HeLa (human cervix carcinoma), and PC-12 (rat pheochromocytoma). The isomalabaricane derivatives were found to be selectively active toward the mouse lymphoma cell line L5178Y. The structures were deter…

StereochemistryRhabdastrella globostellataPharmaceutical ScienceAntineoplastic AgentsPharmacognosyPC12 CellsAnalytical ChemistryHeLaTerpeneMiceTriterpeneDrug DiscoveryTumor Cells CulturedAnimalsHumansPharmacologychemistry.chemical_classificationMolecular StructurebiologyOrganic ChemistryBiological activitybiology.organism_classificationTriterpenesTerpenoidPoriferaRatsSpongeComplementary and alternative medicinechemistryIndonesiaMolecular MedicineDrug Screening Assays AntitumorHeLa CellsJournal of Natural Products
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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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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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Cytotoxic activity of some natural and syntetic sesquiterpene lactones

2006

Several natural and synthetic sesquiterpene lactones with different skeletons were tested and found to be active against nine cancer cell lines. Elemane (4), heliangolane (5) and their hydroxy analogues 9 and 10, all containing an α,β-unsaturated aldehyde substituent, were the most potent compounds.

StereochemistrySubstituentPharmaceutical ScienceCentaureaPharmacognosySesquiterpeneAldehydeANTITUMOR AGENTSAnalytical Chemistrychemistry.chemical_compoundInhibitory Concentration 50LactonesStructure-Activity RelationshipCell Line TumorDrug DiscoveryStructure–activity relationshipOrganic chemistryCytotoxic T cellHumansCENTAUREA-PAUICytotoxicityPharmacologychemistry.chemical_classificationBiological ProductsMolecular StructureDERIVATIVESOrganic ChemistryCNICINSettore CHIM/06 - Chimica OrganicaAntineoplastic Agents PhytogenicComplementary and alternative medicinechemistryMolecular MedicineSesquiterpenesLactone
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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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Synthesis and antiviral activity of scopadulane-rearranged diterpenes.

2009

A new bioactive diterpene skeleton resulting from a backbone rearrangement is described. Activity of the rearranged product and several derivatives against Herpes Virus Simplex type 2 is reported.

StereochemistryvirusesHerpesvirus 2 HumanViral Plaque AssayBiologymedicine.disease_causeVirus ReplicationAntiviral AgentsViruschemistry.chemical_compoundInhibitory Concentration 50Pharmaceutical technologyVirologyChlorocebus aethiopsmedicineInhibitory concentration 50AnimalsVero CellsPharmacologyMolecular StructureTerpenoidHerpes simplex viruschemistryBiochemistryDiterpeneDiterpenesHerpes virus simplexAntiviral research
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The structure of atractyligenin.

1965

Structure (mathematical logic)ChemistryChemical PhenomenaComputational chemistryChemistryTerpenesOrganic ChemistryDrug DiscoveryAtractyligeninBiochemistryTetrahedron letters
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Development of antimigraine transdermal delivery systems of pizotifen malate.

2015

Abstract The aim of this study was to develop and evaluate a transdermal delivery system of pizotifen malate. Pizotifen is frequently used in the preventive treatment of migraine, but is also indicated in eating disorders. In the course of the project, the effects of chemical enhancers such as ethanol, 1,8-cineole, limonene, azone and different fatty acids (decanoic, decenoic, dodecanoic, linoleic and oleic acids) were determined, first using a pizotifen solution. Steady state flux, diffusion and partition parameters were estimated by fitting the Scheuplein equation to the data obtained. Among the chemical enhancers studied, decenoic acid showed the highest enhancement activity, which seeme…

SwineMigraine DisordersSkin AbsorptionPharmaceutical ScienceAbsorption (skin)PizotifenIn Vitro TechniquesAdministration Cutaneouschemistry.chemical_compoundDrug Delivery SystemsCyclohexenesmedicineOrganic chemistryAnimalsTransdermalDegree of unsaturationPizotylineEucalyptolIontophoresisEthanolTerpenesFatty AcidsAzepinesAnalgesics Non-NarcoticIontophoresisCyclohexanolsOleic acidchemistryMonoterpenesDecenoic AcidAzoneLimonenemedicine.drugInternational journal of pharmaceutics
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