Search results for "quinoline"

showing 10 items of 391 documents

Aromatic N-oxide templates open inclusion and dimeric capsular assemblies with methylresorcinarene

2015

C2-2-methylresorcinarene forms host–guest complexes with pyridine N-oxide and quinoline N-oxide. In solution the NMR studies support the 1 : 1 host–guest complexes while in the solid state, the single crystal X-ray diffraction studies reveal dimeric capsule-like assemblies with 2 : 3 and 2 : 2 host–guest stoichiometry.

General Chemical EngineeringQuinolineOxideSolid-statemacromolecular substancesGeneral Chemistryaromatic N-oxide templatesCrystallographychemistry.chemical_compoundTemplatechemistryPyridineSingle crystalta116StoichiometryRSC Advances
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H89 enhances the sensitivity of cancer cells to glyceryl trinitrate through a purinergic receptor-dependent pathway

2014

// Marion Cortier 1, 2, 3 , Rahamata Boina-Ali 1, 2, 3 , Cindy Racoeur 1, 2, 3 , Catherine Paul 1, 2, 3 , Eric Solary 2, 4, 5 , Jean-Francois Jeannin 1, 2, 3 , Ali Bettaieb 1, 2, 3 1 EPHE, Tumor Immunology and Immunotherapy Laboratory, Dijon, F-21000, France 2 Inserm U866, Dijon, F-21000, France 3 EA7269, University of Burgundy, Dijon, F-21000, France 4 Inserm UMR1009, Gustave Roussy Institute, Villejuif F-94805, France 5 University Paris-Sud, Faculty of Medicine, Le Kremlin-Bicetre, F-94800, France Correspondence to: Ali Bettaieb, e-mail: ali.bettaieb@u-bourgogne.fr Keywords: H89, GTN, cancer, purinergic receptors, cGMP Received: October 08, 2014      Accepted: January 09, 2015      Publis…

H89SuraminApoptosisPharmacologyBiologyNitric OxideTransfectionNitric oxideMiceNitroglycerinReceptors Purinergic P2Y1chemistry.chemical_compoundAdenosine TriphosphateCell Line TumorNeoplasmspurinergic receptorsmedicineAnimalsHumanscancerCytotoxic T cellReceptorProtein Kinase InhibitorsMembrane Potential MitochondrialSulfonamidesReceptors Purinergic P2Gene Expression ProfilingPurinergic receptorReceptors PurinergicDrug SynergismOligonucleotides AntisenseIsoquinolinescGMPOncologychemistryApoptosisColonic NeoplasmsCancer cellcardiovascular systemSignal transductionReactive Oxygen SpeciesGTNReceptors Purinergic P2X3circulatory and respiratory physiologySignal TransductionResearch Papermedicine.drugOncotarget
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Effects of pitavastin in Japanese patients with chronic heart failure.

2013

Heart FailureMalemedicine.medical_specialtyCardiotonic Agentsbusiness.industryGeneral Medicinemedicine.diseaseHeart failureInternal medicinemedicineCardiologyQuinolinesHumansFemaleHydroxymethylglutaryl-CoA Reductase InhibitorsCardiology and Cardiovascular MedicinebusinessCirculation journal : official journal of the Japanese Circulation Society
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Ancistrocyclinones A and B, unprecedented pentacyclic N,C-coupled naphthylisoquinoline alkaloids, from the Chinese liana Ancistrocladus tectorius

2018

Two unique pentacyclic N,C-coupled naphthylisoquinolines, the ancistrocyclinones A (5) and B (6), were discovered in the Chinese liana Ancistrocladus tectorius. Furthermore, six known, likewise N,C-coupled alkaloids, viz., ancistrocladinium A (7a) and its mono- and bisphenolic analogs 8a and 9a were isolated, along with their atropo-diastereomers 7b, 8b, and 9b. The stereostructures of 5 and 6 were determined by HRESIMS, 1D and 2D NMR, oxidative degradation, and ECD calculations. The pentacyclic ancistrocyclinones A (5) and B (6) are structurally similar to berberine alkaloids - yet arising from a most different biosynthetic pathway: they are apparently formed by N,C-coupling of their polyk…

Human leukemiaOxidative degradationStereochemistryTumor cellsOxidative phosphorylation010402 general chemistry01 natural sciencesBiochemistryAlkaloidsCell Line TumorHumansPhysical and Theoretical ChemistryCell Proliferationbiology010405 organic chemistryChemistryOrganic ChemistryAncistrocladus tectoriusIsoquinolinesbiology.organism_classificationAntineoplastic Agents PhytogenicCaryophyllalesDrug Resistance Multiple0104 chemical sciencesLianaTwo-dimensional nuclear magnetic resonance spectroscopyBerberine AlkaloidsOrganic and Biomolecular Chemistry
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Gold-Catalyzed Intramolecular Hydroamination of o-Alkynylbenzyl Carbamates: A Route to Chiral Fluorinated Isoindoline and Isoquinoline Derivatives

2013

Enantiomerically pure fluorinated isoindoline and dihydroisoquinoline scaffolds have been prepared through a diastereoselective addition of fluorinated nucleophiles to Ellman’s N-(tert-butanesulfinyl)imines followed by a sequence of Sonogashira cross-coupling/gold(I)-catalyzed cycloisomerization of the corresponding carbamate. A more favored 5-exo-dig mechanism was observed mainly due to an electronic effect of the fluorinated group.

Hydrocarbons FluorinatedMolecular StructureChemistryOrganic ChemistrySonogashira couplingStereoisomerismIsoindolineIsoindolesIsoquinolinesBiochemistryMedicinal chemistryCatalysischemistry.chemical_compoundCycloisomerizationNucleophileIntramolecular forceElectronic effectOrganic chemistryHydroaminationCarbamatesGoldPhysical and Theoretical ChemistryIsoquinolineAmines
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Mast cells are crucial for early inflammation, migration of Langerhans cells, and CTL responses following topical application of TLR7 ligand in mice.

2007

Abstract Until recently, IgE-activated mast cells have been regarded merely as effector cells of adaptive immune responses, involved in allergic reactions and mucosal immunity to parasites. Herein, we report that murine dermal mast cells, activated by local administration of a cream containing the synthetic TLR7 ligand imiquimod, are essential to initiate an early inflammatory reaction. The mast-cell–derived cytokines TNF-α and IL-1β play an important role in this process. Furthermore, TLR7-activated mast cells are also able to promote the emigration of Langerhans cells, which partly depends on the expression of mast-cell–derived IL-1β. We have previously shown that TLR7 ligation enhances t…

ImmunologyInterleukin-1betaInflammationImmunoglobulin ELigandsBiochemistryMiceImmune systemAdjuvants ImmunologicCell MovementmedicineCytotoxic T cellAnimalsMast CellsAntigensSkinInflammationImmunity CellularMice Inbred BALB CVaccinesImiquimodMembrane GlycoproteinsbiologyTumor Necrosis Factor-alphaDegranulationCell BiologyHematologyTLR7Immunoglobulin EAcquired immune systemImmunity InnateInterleukin 33Toll-Like Receptor 7Langerhans CellsImmunologybiology.proteinAminoquinolinesImmunizationmedicine.symptomAgranulocytosisT-Lymphocytes CytotoxicBlood
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The Halide Binding Behavior of 2-Carbamoyl-7-ureido-1H-indoles: Conformational Aspects

2009

Indole-based anion receptors with an carboxamide unit in 2- and an urea in 7-position were prepared and found to bind halides (as well as acetate and nitrate) in chloroform solutions at room temperature. Investigations of the binding behaviour show that the receptor is selective for chloride. Surprisingly, the truncated receptor 3 without the 2-carbamoyl substituent shows the highest affinity for Cl–. Thorough 1H, 13C and 15N NMR investigations indicate different binding modes for acetate, nitrate and halides to the receptor 2. The observation of a major conformational change of this receptor during the binding of the halide ions leads to an understanding of the relative binding affinities …

Indole testConformational changeHydrogen bondmedicine.drug_classStereochemistryOrganic ChemistryQuinolineSubstituentHalideCarboxamideNuclear magnetic resonance spectroscopychemistry.chemical_compoundchemistrymedicinePhysical and Theoretical ChemistryEuropean Journal of Organic Chemistry
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Total Synthesis of Phenanthroindolizidine Alkaloids by Combining Iodoaminocyclization with Free Radical Cyclization

2016

A concise and modular synthesis of phenanthroindolizidine alkaloids was achieved by combining iodoaminocylization with a free radical cyclization approach. The route described allowed the preparation of (±)-tylophorine, (±)-antofine, and (±)-deoxypergularinine in six steps. When commercially available l-prolinol was used as a chiral building block, (S)-(+)-tylophorine was also synthesized in 49% yield and >99% ee over five linear steps.

IndolesMagnetic Resonance SpectroscopyPyrrolidinesFree RadicalsChemistry OrganicStereoisomerism010402 general chemistry01 natural sciencesRadical cyclizationStructure-Activity RelationshipAlkaloidsOrganic chemistry010405 organic chemistryChemistryOrganic ChemistryIndolizinesTemperatureTotal synthesisStereoisomerismNuclear magnetic resonance spectroscopyPhenanthrenesIsoquinolines0104 chemical sciencesCyclizationYield (chemistry)PhenanthrolinesThe Journal of Organic Chemistry
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Revisiting the controversial role of salsolinol in the neurobiological effects of ethanol: old and new vistas.

2011

The possible involvement of salsolinol (Sal), an endogenous condensation product of ACD (the first metabolite of ethanol) and dopamine, in the neurochemical basis underlying ethanol action has been repeatedly suggested although it has not been unequivocally established, still being a controversial matter of debate. The main goal of this review is to evaluate the presumed contribution of Sal to ethanol effects summarizing the reported data since the discovery in the 1970s of Sal formation in vitro during ethanol metabolism until the more recent studies characterizing its behavioral and neurochemical effects. Towards this end, we first analyze the production and detection of Sal, in different…

Injury controlAlcohol DrinkingAccident preventionCognitive NeurosciencePoison controlMotor ActivityBehavioral Neurosciencechemistry.chemical_compoundNeurochemicalNeurobiologyDopamineparasitic diseasesmedicineAnimalsHumansEthanol metabolismEthanolEthanolBrainStereoisomerismIsoquinolinesNeuropsychology and Physiological PsychologychemistryAnesthesiaConditioning OperantPsychologyNeuroscienceAlcohol consumptionmedicine.drugNeuroscience and biobehavioral reviews
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Copper(II) complexes of quinoline polyazamacrocyclic scorpiand-type ligands: X-ray, equilibrium and kinetic studies

2012

The formation of Cu(II) complexes with two isomeric quinoline-containing scorpiand-type ligands has been studied. The ligands have a tetraazapyridinophane core appended with an ethylamino tail including 2-quinoline (L1) or 4-quinoline (L2) functionalities. Potentiometric studies indicate the formation of stable CuL(2+) species with both ligands, the L1 complex being 3-4 log units more stable than the L2 complex. The crystal structure of [Cu(L1)](ClO(4))(2)·H(2)O shows that the coordination geometry around the Cu(2+) ions is distorted octahedral with significant axial elongation; the four Cu-N distances in the equatorial plane vary from 1.976 to 2.183 Å, while the axial distances are of 2.27…

Inorganic ChemistryCrystallographychemistry.chemical_compoundOctahedronchemistryLigandAbsorption bandQuinolineProtonationCrystal structureRing (chemistry)PhotochemistryCoordination geometry
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