Search results for "Molecular Structure"

showing 10 items of 1246 documents

Phytochemical Profile and Apoptotic Activity of Onopordum cynarocephalum.

2012

A phytochemical investigation of acetone and chloroform extracts of the aerial parts of Onopordum cynarocephalum Boiss. et Blanche was carried out. It led to the isolation of two new sesquiterpenes, the elemane aldehyde (2) and the eudesmane (11), together with 15 known compounds: two lignans (1 and 15) and 13 sesquiterpenes (3–10, 12–14, 16, 17). The structures were elucidated by spectroscopic analyses, especially 1D and 2D NMR spectra. The anti-growth effect against three human melanoma cell lines, M14, A375, and A2058, of the different extracts and compounds of O. cynarocephalum was also investigated. Among them, the chloroform extract exhibited the strongest biological activity, while t…

StereochemistryPharmaceutical ScienceApoptosisDNA FragmentationLignansAnalytical Chemistrychemistry.chemical_compoundInhibitory Concentration 50cytotoxic activity Onopordum cynarocephalum Boiss. et BlancheCell Line TumorDrug DiscoveryHumansSesquiterpenes EudesmaneHSP70 Heat-Shock ProteinsFuransArctigeninCell ProliferationPharmacologyLignanChloroformPlants MedicinalbiologyDose-Response Relationship DrugMolecular StructureCaspase 3Plant ExtractsOrganic ChemistryOnopordumPTEN PhosphohydrolaseBiological activityPlant Components AerialAntineoplastic Agents PhytogenicEnzyme assayMonocyclic SesquiterpenesComplementary and alternative medicinePhytochemicalchemistryApoptosisbiology.proteinMolecular MedicineDNA fragmentationSesquiterpenes
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Stereoselective Synthesis of (+)-11βH,13-Dihydroestafiatin, (+)-11βH,13-Dihydroludartin, (−)-Compressanolide, and (−)-11βH,13-Dihydromicheliolide fro…

2002

Starting from 2 and 3, obtained from santonin (1), we have synthesized natural guaianolides 4-7. Chemoselective epoxidation of 2 gave (+)-11betaH,13-dihydroestafiatin (4), and epoxidation of 3 followed by regioselective elimination of the hydroxyl group afforded (+)-11betaH,13-dihydroludartin (5). Sharpless' mild regioselective ring-opening of 4 and 5 followed by hydrogenolysis yielded (-)-compressanolide (6) and (-)-11betaH,13-dihydromicheliolide (7), respectively.

StereochemistryPharmaceutical ScienceChemical synthesisCatalysisAnalytical ChemistryLactoneschemistry.chemical_compoundHydrogenolysisDrug DiscoveryChemoselectivityNuclear Magnetic Resonance BiomolecularBond cleavageSantoninPharmacologychemistry.chemical_classificationMolecular StructureChemistryOrganic ChemistryRegioselectivityStereoisomerismComplementary and alternative medicineCyclizationMolecular MedicineStereoselectivitySantoninLactoneJournal of Natural Products
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Clerodane diterpenoids from Salvia splendens.

2006

Four new clerodane diterpenoids, salvisplendins A-D (1-4), have been isolated from an acetone extract of the flowers of SalVia splendens, together with an artifact (5), arising from salvisplendin D (4) by addition of diazomethane, and the already known clerodane olearin (6). The structures of the new compounds (1-5) were established mainly by 1D and 2D NMR spectroscopic studies and, in the case of salvisplendin A (1), by chemical correlation with splenolide B (7). Complete 1H and 13C NMR assignments for olearin (6), not published hitherto, are also reported.

StereochemistryPharmaceutical ScienceFlowersSalviaAnalytical ChemistryDiterpenes Clerodanechemistry.chemical_compoundFour new clerodane diterpenoids salvisplendins A-D (1-4) have been isolated from an acetone extract of the flowers of SalVia splendens together with an artifact (5) arising from salvisplendin D (4) by addition of diazomethane and the already known clerodane olearin (6). The structures of the new compounds (1-5) were established mainly by 1D and 2D NMR spectroscopic studies and in the case of salvisplendin A (1) by chemical correlation with splenolide B (7). Complete 1H and 13C NMR assignments for olearin (6) not published hitherto are also reportedDrug DiscoveryOrganic chemistrySalviaNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationPlants MedicinalbiologyMolecular StructureChemistryDiazomethaneOrganic ChemistryCarbon-13 NMRbiology.organism_classificationChemical correlationTerpenoidComplementary and alternative medicineItalyMolecular MedicineDiterpeneTwo-dimensional nuclear magnetic resonance spectroscopyLactoneJournal of natural products
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Trimeric Hemibastadin Congener from the Marine Sponge Ianthella basta

2012

The first naturally occurring trimeric hemibastadin congener, sesquibastadin 1 (1), and the previously reported bastadins 3, 6, 7, 11, and 16 (2-6) were isolated from the marine sponge Ianthella basta, collected in Indonesia. The structure of 1 was elucidated on the basis of 1D and 2D NMR measurements and by HRMS. Among all the isolated compounds, the linear sesquibastadin 1 (1) and bastadin 3 (2) showed the strongest inhibition rates for at least 22 protein kinases (IC(50) = 0.1-6.5 μM), while the macrocyclic bastadins (3-6) demonstrated a strong cytotoxic potential against the murine lymphoma cell line L5178Y (IC(50) = 1.5-5.3 μM).

StereochemistryPharmaceutical ScienceMarine BiologySesquibastadinAnalytical ChemistryMiceIanthella bastaDrug DiscoveryHalogenated Diphenyl EthersAnimalsNuclear Magnetic Resonance BiomolecularProtein Kinase InhibitorsPharmacologyMolecular StructurebiologyMurine lymphomaOrganic Chemistrybiology.organism_classificationPoriferaSpongeCongenerComplementary and alternative medicineIndonesiaMolecular MedicineDrug Screening Assays AntitumorTwo-dimensional nuclear magnetic resonance spectroscopyJournal of Natural Products
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α-Adrenoceptor Interaction of Tetrandrine and Isotetrandrine in the Rat: Functional and Binding Assays

1998

Abstract The action of 1S,1′S-tetrandrine, a bisbenzyltetrahydroisoquinoline alkaloid, on α1-adrenoceptors has been compared with that of its isomer 1R,1′S-isotetrandrine. The work includes binding assays to analyse the affinity of these products for the [3H]prazosin binding site of rat cerebral cortical membranes and functional studies on rat isolated aorta to examine the effects of both alkaloids on intracellular calcium processes related or not to α-adrenoceptor activation. A radioligand receptor-binding study showed that both compounds interacted with the α1-adrenoceptors displacing [3H]prazosin from the specific binding site. The Ki values (inhibition constants) were 0.69±0.12 and 1.6±…

StereochemistryPharmaceutical Sciencechemistry.chemical_elementAorta ThoracicIn Vitro TechniquesBiologyPharmacologyCalciumTritiumBenzylisoquinolinesBinding CompetitiveMuscle Smooth VascularCalcium in biologyNorepinephrinechemistry.chemical_compoundAlkaloidsPrazosinmedicineExtracellularAnimalsDrug InteractionsRats WistarCerebral CortexPharmacologyBinding SitesMolecular StructureAlkaloidBiological activityPrazosinReceptors Adrenergic alphaCalcium Channel BlockersRatsTetrandrinechemistryCalciumFemaleIntracellularMuscle ContractionProtein Bindingmedicine.drugJournal of Pharmacy and Pharmacology
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Furoquinolines and dihydrooxazole alkaloids with cytotoxic activity from the stem bark of Araliopsis soyauxii.

2018

Abstract Two new furoquinoline alkaloids, maculine B (1) and kokusaginine B (2) and one new dihydrooxazole alkaloid, veprisazole (3), along with four known compounds namely, N13-methyl-3-methoxyrutaecarpine (4), flindersiamine (5), skimmianine (6) and tilianin (7) were isolated from the methanol extract of the stem bark of Araliopsis soyauxii Engl. by various chromatographic methods. Their structures were determined using spectrometry and spectroscopic techniques including NMR and MS. The cytotoxicity of the new compounds compared to that of doxorubicin, the reference anticancer compound, was determined on a panel of nine cancer cell lines including sensitive and drug resistant phenotypes. …

StereochemistryPhytochemicalsDioxoles01 natural sciencesAlkaloidsCell Line TumorDrug DiscoverymedicineCytotoxic T cellHumansDoxorubicinCameroonGlycosidesMedicinal plantsCytotoxicityFuransIC50RutaceaePharmacologyFlavonoidsMolecular Structure010405 organic chemistryChemistryAlkaloidGeneral MedicineAntineoplastic Agents PhytogenicDrug Resistance Multiple0104 chemical sciences010404 medicinal & biomolecular chemistryCell cultureDrug Resistance Neoplasmvisual_artvisual_art.visual_art_mediumPlant BarkQuinolinesBarkmedicine.drugFitoterapia
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Steroidal saponins from Chlorophytum deistelianum.

2016

Abstract Phytochemical investigation of the aerial parts of Chlorophytum deistelianum led to the isolation of four previously undescribed steroidal saponins called chlorodeistelianosides A–D with five known ones. Their structures were established mainly by extensive 1D and 2D NMR spectroscopic techniques and mass spectrometry as (25R)-3β-[(β- d -glucopyranosyl-(1 → 3)-[α- l -rhamnopyranosyl-(1 → 4)]-β- d -xylopyranosyl-(1 → 3)-[β- d -glucopyranosyl-(1 → 2)]-β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)oxy]-5α-spirostan-12-one, (24S,25S)-24-[(β- d -glucopyranosyl)oxy]-3β-[(β- d -glucopyranosyl-(1 → 2)-[β- d -xylopyranosyl-(1 → 3)]-β- d -glucopyranosyl-(1 → 4)-β- d -galactopyranosyl)ox…

StereochemistryPlant ScienceHorticulture01 natural sciencesBiochemistryLiliaceaeSpirostansAnimalsHumansCameroonMolecular BiologyNuclear Magnetic Resonance Biomolecularchemistry.chemical_classificationbiologyMolecular Structure010405 organic chemistryGlycosidePhytosterolsStereoisomerismGeneral MedicineSaponinsbiology.organism_classificationAntineoplastic Agents Phytogenic0104 chemical sciencesRats010404 medicinal & biomolecular chemistrychemistryDrug Screening Assays AntitumorChlorophytumTwo-dimensional nuclear magnetic resonance spectroscopyHuman cancerPhytochemistry
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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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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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Joziknipholones A and B: The First Dimeric Phenylanthraquinones, from the Roots ofBulbine frutescens

2007

From the roots of the African plant Bulbine frutescens (Asphodelaceae), two unprecedented novel dimeric phenylanthraquinones, named joziknipholones A and B, possessing axial and centrochirality, were isolated, together with six known compounds. Structural elucidation of the new metabolites was achieved by spectroscopic and chiroptical methods, by reductive cleavage of the central bond between the monomeric phenylanthraquinone and -anthrone portions with sodium dithionite, and by quantum chemical CD calculations. Based on the recently revised absolute axial configuration of the parent phenylanthraquinones, knipholone and knipholone anthrone, the new dimers were attributed to possess the P-co…

StereochemistryPlasmodium falciparumDrug ResistanceAnthraquinonesStereoisomerismPlant RootsAnthroneAnthraquinoneCatalysisSodium dithioniteAntimalarialsMicechemistry.chemical_compoundCell Line TumorLiliaceaeAnimalsAsphodelaceaeLeukemia L5178Plants MedicinalMolecular StructurebiologySpectrum AnalysisOrganic ChemistryDithioniteChloroquineStereoisomerismPlasmodium falciparumGeneral Chemistrybiology.organism_classificationAntineoplastic Agents PhytogenicRatschemistryQuantum TheoryBulbine frutescensChirality (chemistry)DimerizationAlgorithmsChemistry - A European Journal
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