Search results for "Terpene"

showing 10 items of 816 documents

Glucuronide triterpene saponins from Bersama engleriana

2006

Five 3-O-glucuronide triterpene saponins (1-5) were isolated from the stem bark of Bersama engleriana Gurke along with two known saponins, polyscias saponin C and aralia saponin 15, and one major C-glycoside xanthone, mangiferin. The structures of the saponins were established mainly by means of spectroscopic methods (one- and two-dimensional NMR spectroscopy as well as FAB-, HRESI-mass spectrometry) as 3-O-[beta-D-glucopyranosyl-(1-->2)-beta-D-glucuronopyranosyl]-28-O-[beta-D-glucopyranosyl]-betulinic acid (1), 3-O-[beta-D-glucopyranosyl-(1-->2)-[beta-D-galactopyranosyl-(1-->3)]-beta-D-glucuronopyranosyl]-oleanolic acid (2), 3-O-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucuronopyranosyl]-28-…

Magnetic Resonance SpectroscopyStereochemistryMolecular Sequence DataSaponinPlant ScienceHorticultureBiochemistrychemistry.chemical_compoundTriterpeneBetulinic acidXanthoneCarbohydrate ConformationGlycosidesMangiferinMolecular BiologyOleanolic acidchemistry.chemical_classificationPlants MedicinalPlant ExtractsGlycosideGeneral MedicineSaponinsTriterpenesCarbohydrate SequencechemistryPlant BarkGlucuronidePhytochemistry
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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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Isolation and Structure Elucidation of a New Indole Alkaloid from Rauvolfia serpentina Hairy Root Culture: The First Naturally Occurring Alkaloid of …

2002

A new monoterpenoid indole alkaloid, 10-hydroxy- N(alpha)-demethyl-19,20-dehydroraumacline ( 1), was isolated as a mixture of E- and Z-isomers from hairy root culture of Rauvolfia serpentina Benth. ex Kurz (Apocynaceae) and the structure was determined by 1D and 2D NMR analyses. The new indole alkaloid represents the first naturally occurring alkaloid of the raumacline group and its putative biosynthetical pathway is discussed.

Magnetic Resonance SpectroscopyStereochemistryMonoterpenePharmaceutical SciencePharmacognosyPlant RootsRauwolfiaIndole AlkaloidsAnalytical ChemistryRauvolfia serpentinaDrug DiscoveryBotanyCells CulturedPharmacologyCarbon IsotopesMolecular StructurebiologyApocynaceaeIndole alkaloidPlant ExtractsAlkaloidOrganic ChemistryStereoisomerismbiology.organism_classificationSecologanin Tryptamine AlkaloidsTerpenoidComplementary and alternative medicineHairy root cultureMolecular MedicinePlanta Medica
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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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Three New Oleanane Saponins from Zanha africana

1997

Three new saponins, zanhasaponins, A, B, and C, were isolated from the MeOH extract of the root bark of Zanha africana and were, respectively, identified by spectroscopic methods as 3-O-beta-D-glucuronopyranosyl-2 beta,16 alpha-dihydroxyolean-12-ene-23,28- dioic acid 28-O-alpha-L-rhamnopyranosyl(1-->2)-alpha-L-rhamnopyranoside (1); 3-O-beta-D-glucuronopyranosyl-2 beta,16 alpha-dihydroxyolean-12-ene- 23,28-dioic acid 28-O-beta-D-xylopyranosyl(1-->2)-alpha-L-rhamnopyranosyl(1-->2)-alpha-L- rhamnopyranoside (2); and 3-O-beta-D-glucuronopyranosyl-2 beta,16 alpha-dihydroxyolean-12-ene- 23,28-dioic acid 28-O-beta-D-xylopyranosyl(1-->3)-beta-D-xylopyranosyl (1-->2)-alpha-L-rhamnopyranosyl(1-->2)-a…

Magnetic Resonance SpectroscopyStereochemistrySaponinPharmaceutical ScienceUronic acidPharmacognosyBornesitolMass SpectrometryTreesAnalytical ChemistryMicechemistry.chemical_compoundTriterpeneDrug DiscoveryAnimalsEdemaQuebrachitolOleananePharmacologychemistry.chemical_classificationPlants MedicinalPinitolAnti-Inflammatory Agents Non-SteroidalOrganic ChemistryEarSaponinsComplementary and alternative medicinechemistryTetradecanoylphorbol AcetateMolecular MedicineJournal 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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