Search results for "TERPENES"

showing 10 items of 470 documents

Squarroside A, a biologically active triterpene saponin from Acanthophyllum squarrosum.

1993

A new bioactive saponin has been isolated from the roots of Acanthophyllum squarrosum. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis, and on chemical transformations, the structure of this new compound was elucidated as 3-O-beta-D-galactopyranosyl-(1--2)-[beta-D-xylopyranosyl-(1--3)]-beta- D-glucuronopyranosyl gypsogenin 28-O-beta-D-xylopyranosyl-(1--4)-alpha-L- rhamnopyranosyl-(1--2)-[alpha-L-arabinofuranosyl-(1--3)]-beta-D-4-O- acetylfucopyranoside for which we proposed the name squarroside A. This molecule showed a concentration dependent immunomodulatory effect in the in vitro lymphocyte transformation test.

Magnetic Resonance SpectroscopyStereochemistryMolecular Sequence DataSaponinPlant ScienceHorticultureBiologyBiochemistryAcanthophyllum squarrosumTriterpeneCarbohydrate ConformationMoleculeHumansLymphocytesOleanolic AcidMolecular Biologychemistry.chemical_classificationBiological activityGeneral MedicinePlantsSaponinsIn vitroTriterpeneschemistryHeteronuclear moleculeCarbohydrate SequenceTwo-dimensional nuclear magnetic resonance spectroscopyPhytochemistry
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Sesquiterpenoids from the Endophytic Fungus Rhinocladiella similis

2019

Ten new sesquiterpenoid derivatives, rhinomilisins A-J (1-10), along with six known analogues (11-16), were isolated from the mangrove-derived endophytic fungus Rhinocladiella similis. The structures of the new compounds were elucidated by their NMR and MS data, while the absolute configuration of 3 and 6 was determined by X-ray crystallographic analysis and Mosher's method, respectively. All isolated compounds (1-16) were evaluated for their cytotoxicity against the mouse lymphoma cell line L5178Y, and compounds 1, 7, and 15 showed moderate activity with IC50 values of 5.0, 8.7, and 24.4 μM, respectively.

Magnetic Resonance SpectroscopyStereochemistryPharmaceutical ScienceModerate activityCrystallography X-Ray01 natural sciencesAnalytical ChemistryMiceAscomycotaDrug DiscoveryEndophytesIc50 valuesAnimalsCytotoxicityPharmacology010405 organic chemistryChemistryMouse LymphomaOrganic ChemistryAbsolute configurationNuclear magnetic resonance spectroscopyEndophytic fungus0104 chemical sciences010404 medicinal & biomolecular chemistryComplementary and alternative medicineRhinocladiella similisMolecular MedicineSesquiterpenesJournal of Natural Products
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Triterpene Saponins from Tupidanthus calyptratus

2001

Five new bisdesmosidic saponins (1--5) were isolated from the aerial parts of Tupidanthus calyptratus. Their structures were determined by (1)H--(1)H correlation spectroscopy (COSY, TOCSY, ROESY) and (1)H--(13)C correlation (HSQC, HMBC) NMR experiments, FABMS, and chemical data.

Magnetic Resonance SpectroscopyStereochemistrySaponinOligosaccharidesPharmaceutical ScienceSpectrometry Mass Fast Atom BombardmentPharmacognosyAnalytical ChemistryTriterpeneDrug DiscoveryHumansPharmacologychemistry.chemical_classificationPlants MedicinalChemistryOrganic ChemistryGlycosideSaponinsAntineoplastic Agents PhytogenicTriterpenesTerpenoidXylosideItalyComplementary and alternative medicineTriterpene SaponinsArialiaceae plantsMolecular MedicineDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyHeteronuclear single quantum coherence spectroscopy
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Bidentatoside I, a New Triterpene Saponin from Achyranthes bidentata

2001

Bidentatoside I (1) is a new triterpene saponin bearing an unusual dioxopropionic acid unit, isolated from the roots of Achyranthes bidentata. Structural elucidation was performed mainly by chemical and homo- and heteronuclear 2D NMR techniques. This compound did not show any potentiation of the in vitro cytotoxicity of cisplatin in the HT 29 human colon cancer cell line.

Magnetic Resonance SpectroscopyStereochemistrySaponinPharmaceutical ScienceAntineoplastic AgentsUronic acidPharmacognosyAnalytical ChemistryMagnoliopsidachemistry.chemical_compoundTriterpeneDrug DiscoveryTumor Cells CulturedHumansAchyranthes bidentataPharmacologychemistry.chemical_classificationbiologyOrganic ChemistryGlycosideSaponinsbiology.organism_classificationTriterpenesTerpenoidModels ChemicalComplementary and alternative medicinechemistryBiochemistryHeteronuclear moleculeColonic NeoplasmsMolecular MedicineDrug Screening Assays AntitumorJournal of Natural Products
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Jenisseensosides C and D, biologically active acylated triterpene saponins from Silene jenisseensis

1997

Abstract We previously reported the isolation and structure elucidation of a new trans - p -methoxycinnamoyl triterpene-saponin along with its cis - p -methoxycinnamoyl isomer as an inseparable mixture from the roots of Silene jenisseensis . In a continuing study on this plant, two additional new acylated triterpene-saponins were obtained as an inseparable mixture. Their structures have been established by chemical means and spectroscopic methods including 1D and 2D homonuclear and heteronuclear correlation NMR spectroscopy as 3- O -[β- d -galactopyranosyl-(1 → 2)-β- d -glucuronopyranosyl]-28- O -[{α- l -rhamnopyranosyl-(1 → 2)}- {4- O - trans - p -methoxycinnamoyl}-β- d -fucopyranosyl] qui…

Magnetic Resonance SpectroscopyStereochemistryT-LymphocytesMolecular Sequence DataSaponinPlant ScienceHorticulturePharmacognosyBiologyLymphocyte ActivationBiochemistryHomonuclear moleculePhagocytosisTriterpeneCarbohydrate ConformationHumansMoleculeOleanolic AcidMolecular Biologychemistry.chemical_classificationMolecular StructureBiological activityGeneral MedicineNuclear magnetic resonance spectroscopySaponinsTriterpenesCarbohydrate SequenceHeteronuclear moleculechemistryDrugs Chinese HerbalPhytochemistry
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Two New Glycosides from Astragalus caprinus

2001

A new glycoside of flavonol (1) and a new glycoside of a cycloartane-type triterpene (2) were isolated from the leaves and the roots of Astragalus caprinus, respectively. Their structures were elucidated in turn by spectroscopic data interpretation as 3-O-[[beta-D-xylopyranosyl(1-->3)-alpha-L-rhamnopyranosyl(1-->6)][beta-D-apiofuranosyl(1-->2)]]-beta-D-galactopyranosyl kaempferol (1) and 3-O-(beta-D-xylopyranosyl)-24-O-(beta-D-glucopyranosyl)-20,25-epoxycycloartane-3beta,6alpha,16beta,24alpha-tetrol (2).

Magnetic Resonance SpectroscopyTunisiaSpectrophotometry InfraredStereochemistryFlavonoidSaponinPharmaceutical ScienceSpectrometry Mass Fast Atom BombardmentPharmacognosyPlant RootsAnalytical Chemistrychemistry.chemical_compoundTriterpeneDrug DiscoveryTetrasaccharideGlycosidesKaempferolsFlavonoidsPharmacologychemistry.chemical_classificationPlants MedicinalHydrolysisOrganic ChemistryGlycosideSaponinsTriterpenesTerpenoidPlant LeavesComplementary and alternative medicinechemistryMolecular MedicineSpectrophotometry UltravioletKaempferolJournal of Natural Products
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Physician–patient communication and patient-reported outcomes in the actinic keratosis treatment adherence initiative (AK-TRAIN): a multicenter, pros…

2017

Background: Patients with multiple actinic keratoses (AKs) should be treated with field-directed therapy. Such treatments challenge patients’ adherence due to out-of-pocket costs, length of treatment and severity of local skin reactions (LSRs). Effective physician–patient communication (PPC) may buffer therapy-related distress, thus improving quality of life, treatment satisfaction and adherence. Objectives: We evaluated the interplay between PPC, LSR intensity (safety) and lesion clearance rates (effectiveness) on treatment satisfaction, quality of life and treatment adherence among patients with multiple AKs receiving topical field-directed therapies. Methods: In this observational, multi…

Male2708; infectious diseases; actinic keratosesDiclofenacActinictopical field‐directed therapyAnti-Inflammatory AgentsAntineoplastic AgentsAdministration CutaneousMedication AdherenceAdministration Cutaneous; Aged; Aged 80 and over; Anti-Inflammatory Agents Non-Steroidal; Antineoplastic Agents; Diclofenac; Diterpenes; Drug Eruptions; Female; Humans; Imiquimod; Italy; Keratosis Actinic; Longitudinal Studies; Male; Middle Aged; Patient Reported Outcome Measures; Prospective Studies; Quality of Life; Communication; Medication Adherence; Patient Satisfaction; Physician-Patient Relationsactinic keratoses2708; Infectious Diseases80 and overHumansLongitudinal StudiesPatient Reported Outcome MeasuresProspective Studiesactinic keratoseAgedAged 80 and overPhysician-Patient RelationsImiquimodtreatmentCommunicationAnti-Inflammatory Agents Non-SteroidalKeratosisMiddle AgedKeratosis ActinicInfectious DiseasesCutaneousItalyPatient SatisfactionAdministrationQuality of LifeFemaleDrug EruptionsDiterpenesSettore MED/35 - MALATTIE CUTANEE E VENEREENon-Steroidal2708
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Characterization of γ-aminobutyrate type A receptors with atypical coupling between agonist and convulsant binding sites in discrete brain regions

2001

Abstract γ-Aminobutyric acid type A (GABA A ) receptor ionophore ligand t -[ 35 S]butylbicyclophosphorothionate ([ 35 S]TBPS) was used in an autoradiographic assay on brain cryostat sections to visualize and characterize atypical GABA-insensitive [ 35 S]TBPS binding previously described in certain recombinant GABA A receptors and the cerebellar granule cell layer. Picrotoxinin-sensitive but 1-mM GABA-insensitive [ 35 S]TBPS binding was present in the rat cerebellar granule cell layer, many thalamic nuclei, subiculum and the internal rim of the cerebral cortex, amounting in these regions up to 6% of the basal binding determined in the absence of exogenous GABA. Similar binding properties wer…

MaleAgonistAzidesmedicine.medical_specialtyCerebellumSesterterpenesmedicine.drug_classLoreclezoleConvulsantsBiologySulfur RadioisotopesTritiumBinding CompetitiveBenzodiazepinesRadioligand AssayCellular and Molecular Neurosciencechemistry.chemical_compoundThalamusCerebellumInternal medicinemedicineAnimalsHumansPicrotoxinRats WistarBinding siteReceptorGABA AgonistsMolecular Biologygamma-Aminobutyric AcidMuscimolGABAA receptorAffinity LabelsBridged Bicyclo Compounds HeterocyclicReceptors GABA-AGranule cellRatsEndocrinologymedicine.anatomical_structurenervous systemMuscimolchemistryBiophysicsChickensmedicine.drugMolecular Brain Research
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Effects of a water-soluble extract of rosemary and its purified component rosmarinic acid on xenobiotic-metabolizing enzymes in rat liver

2001

The effects of a water-soluble extract (WSE) of rosemary and its purified antioxidant rosmarinic acid (RA) on xenobiotic metabolizing enzymes (XME) were studied in rat liver after dietary administration. The modulation of phase I enzymes such as cytochrome P450 (CYP) 1A, 2B, 2E1, 3A, and phase II enzymes such as glutathione S-transferase (GST), quinone reductase (QR) and UDP-glucuronosyltransferase (UGT) was evaluated by measuring enzyme activities with specific substrates. Protein levels of CYPs and rGST A1/A2, A3/A5, M1, M2 and P1 were measured using antibodies in Western blots. Caffeic acid was also studied because it results from RA biotransformation in rat after oral administration. Ma…

MaleAntioxidantmedicine.medical_treatment[SDV]Life Sciences [q-bio]ReductaseToxicologychemistry.chemical_compoundCytosol0302 clinical medicine[SDV.IDA]Life Sciences [q-bio]/Food engineeringCaffeic acidChromatography High Pressure LiquidComputingMilieux_MISCELLANEOUSchemistry.chemical_classification0303 health sciencesbiologyRosmarinic acidOrgan SizeGeneral Medicine[SDV.IDA] Life Sciences [q-bio]/Food engineeringStimulation Chemical3. Good health[SDV] Life Sciences [q-bio]LiverBiochemistry030220 oncology & carcinogenesisMicrosomes Liver[SPI.GPROC] Engineering Sciences [physics]/Chemical and Process EngineeringImmunoblottingDepsidesdigestive systemFlavonesXenobiotics03 medical and health sciencesmedicineAnimals[SPI.GPROC]Engineering Sciences [physics]/Chemical and Process EngineeringRats Wistar030304 developmental biologyFlavonoidsLamiaceaePlant ExtractsTerpenesBody WeightROMARINCytochrome P450GlutathioneDietRatsEnzymechemistryCinnamatesbiology.proteinRATSpectrophotometry UltravioletBiomarkersFood Science
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Antispasmodic Effects and Structure−Activity Relationships of Labdane Diterpenoids from Marrubium globosum ssp. libanoticum

2009

Marrubium globosum ssp. libanoticum is a medicinal plant used in Lebanon to reduce pain and smooth muscle spasms. A chloroform extract obtained from M. globosum aerial parts reduced acetylcholine-induced contractions in the isolated mouse ileum. The purification of this extract identified, among 12 isolated labdane diterpenoids, four new compounds, named 13-epicyllenin A (4), 13,15-diepicyllenin A (5), marrulibacetal (9), and marrulactone (11). Their structures were determined by spectroscopic methods. Compound 9, which exerted antispasmodic activity, is likely the active ingredient of the extract. Preliminary structure-activity relationships for this class of compounds are suggested.

MaleAntispasmodic effectditerpenoidPharmaceutical SciencePharmacognosyAnalytical ChemistryLabdaneMiceStructure-Activity Relationshipchemistry.chemical_compoundIleumDrug DiscoveryBotanymedicineAnimalsLebanonMedicinal plantsPharmacologyMarrubium globosum ssp. libanoticumPlants MedicinalMolecular StructurebiologyPlant ExtractsfungiOrganic ChemistryParasympatholyticsfood and beveragesMuscle SmoothSettore CHIM/06 - Chimica Organicabiology.organism_classificationAcetylcholineTerpenoidAntispasmodic AgentComplementary and alternative medicinechemistryMolecular MedicineAntispasmodicDiterpenesDiterpeneMarrubiumMarrubiummedicine.drugJournal of Natural Products
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