Search results for "Tropane"

showing 10 items of 27 documents

Ex vivo and in vivo evaluation of [18F]PR04.MZ in rodents: a selective dopamine transporter imaging agent.

2009

N-4-Fluorobut-2-yn-1-yl-2beta-carbomethoxy-3beta-phenyltropane (PR04.MZ) has been developed as dopamine transporter (DAT) ligand for molecular imaging. It contains a terminally fluorinated, conformationally constrained nitrogen substituent that is well suited for the introduction of fluorine-18. The present report describes the pharmacological characterisation of [18F]PR04.MZ. The ligand shows an IC50 value of 2 nM against human DAT, whereas the IC50 value against human serotonin transporter and human noradrenalin transporter are lower (110 nM and 22 nM, respectively). Furthermore, its ex vivo organ distribution, its binding profile in the rat brain and reversibility of binding were examine…

MaleFluorine RadioisotopesDopamine Plasma Membrane Transport ProteinsBiochemistryCell LineRats Sprague-DawleyIn vivoDrug DiscoveryAnimalsHumansTissue DistributionGeneral Pharmacology Toxicology and PharmaceuticsSerotonin transporterDopamine transporterPharmacologySerotonin Plasma Membrane Transport ProteinsDopamine Plasma Membrane Transport ProteinsNorepinephrine Plasma Membrane Transport ProteinsbiologyChemistryOrganic ChemistryTransporterLigand (biochemistry)Imaging agentRatsBiochemistryPositron-Emission Tomographybiology.proteinBiophysicsMolecular MedicineRadiopharmaceuticalsEx vivoTropanesChemMedChem
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Ion Pairing with Bile Salts Modulates Intestinal Permeability and Contributes to Food–Drug Interaction of BCS Class III Compound Trospium Chloride

2013

In the current study the involvement of ion pair formation between bile salts and trospium chloride (TC), a positively charged Biopharmaceutical Classification System (BCS) class III substance, showing a decrease in bioavailability upon coadministration with food (negative food effect) was investigated. Isothermal titration calorimetry provided evidence of a reaction between TC and bile acids. An effect of ion pair formation on the apparent partition coefficient (APC) was examined using (3)H-trospium. The addition of bovine bile and bile extract porcine led to a significant increase of the APC. In vitro permeability studies of trospium were performed across Caco-2-monolayers and excised seg…

MaleMagnetic Resonance SpectroscopyNortropanesPharmaceutical ScienceBenzilatesBile Acids and SaltsFood-Drug InteractionsGlycochenodeoxycholic AcidDrug DiscoverymedicineAnimalsHumansRats WistarTaurodeoxycholic AcidChromatographyUssing chamberTrospium chlorideChemistryIsothermal titration calorimetryPermeationDrug interactionRatsBioavailabilityIntestinal AbsorptionCaco-2Permeability (electromagnetism)Molecular MedicineCattleCaco-2 Cellsmedicine.drugMolecular Pharmaceutics
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Two types of receptors for 5-hydroxytryptamine on the cholinergic nerves of the guinea-pig myenteric plexus

1985

Abstract The effects of 5-hydroxytryptamine (5-HT) on spontaneous and electrically-evoked release of [3H]-acetylcholine (ACh) from guinea-pig myenteric plexus preparations preincubated with [3H]-choline have been investigated in the absence of cholinesterase inhibitors. 5-HT caused a transient increase in spontaneous release and an inhibition of the electrically-evoked release of [3H]-ACh. The 5-HT-induced contractions of the longitudinal muscle were clearly related to the increase in spontaneous release. The inhibitory effect was not due to activation of alpha-adrenoceptors since it was also observed in the presence of tolazoline and on strips from reserpine-pretreated guinea-pigs. After d…

MaleSerotoninmedicine.medical_specialtyKetanserinMetoclopramideMethiothepinGuinea PigsMethysergideMyenteric PlexusBiologyTachyphylaxisInhibitory postsynaptic potentialBinding Competitivechemistry.chemical_compoundCocainePiperidinesInternal medicinemedicineAnimalsReceptorNeurotransmitterMyenteric plexusPharmacologyMethysergideAcetylcholineElectric StimulationEndocrinologychemistryReceptors SerotoninAutoreceptorFemaleKetanserinSerotonin AntagonistsResearch ArticleMuscle ContractionTropanesmedicine.drugBritish Journal of Pharmacology
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Discovery and SAR Evolution of Pyrazole Azabicyclo[3.2.1]octane Sulfonamides as a Novel Class of Non-Covalent N-Acylethanolamine-Hydrolyzing Acid Ami…

2021

Inhibition of intracellular N-acylethanolamine-hydrolyzing acid amidase (NAAA) activity is a promising approach to manage the inflammatory response under disabling conditions. In fact, NAAA inhibition preserves endogenous palmitoylethanolamide (PEA) from degradation, thus increasing and prolonging its anti-inflammatory and analgesic efficacy at the inflamed site. In the present work, we report the identification of a potent, systemically available, novel class of NAAA inhibitors, featuring a pyrazole azabicyclo[3.2.1]octane structural core. After an initial screening campaign, a careful structure–activity relationship study led to the discovery of endo-ethoxymethyl-pyrazinyloxy-8-azabicyclo…

MaleStereochemistryAnti-Inflammatory AgentsPeptides and proteinsPyrazoleArticleAmidohydrolasesAmidaseRats Sprague-DawleyStructure-Activity Relationshipchemistry.chemical_compoundIn vivoN-AcylethanolamineDrug DiscoverymedicineAnimalsHumansSulfonesEnzyme InhibitorsIC50InhibitionInflammationchemistry.chemical_classificationPalmitoylethanolamideMolecular StructureInhibitorsSulfonamideMice Inbred C57BLMolecular Docking SimulationMechanism of actionchemistryMicrosomes LiverInhibitorsInhibitionSulfonesPeptides and proteinsInflammationPyrazolesMolecular Medicinemedicine.symptomProtein BindingTropanesJournal of Medicinal Chemistry
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Designing robust immediate release tablet formulations avoiding food effects for BCS class 3 drugs

2019

Abstract Food induced viscosity in the gastrointestinal tract is reported to reduce the bioavailability of tablets containing BCS class 3 drugs, mainly by retarding their disintegration and dissolution of the active pharmaceutical ingredient. The role of formulation factors in minimizing this negative food effect is largely unknown. Combinations of disintegrants were studied together with soluble and insoluble fillers and trospium chloride as model drug substance. Different batches of tablets were compressed at 10 kN and 30 kN, by incorporating different combinations of croscarmellose sodium (CSS), cross-linked (CPD) and sodium starch glycolate (SSG) at low level i.e, 2% + 2% and high level…

NortropanesChemistry PharmaceuticalDrug CompoundingPharmaceutical Science02 engineering and technologyBenzilates030226 pharmacology & pharmacyExcipientsFood-Drug Interactions03 medical and health sciencesViscositychemistry.chemical_compound0302 clinical medicineFood scienceSolubilityLactoseDissolutionActive ingredientCroscarmellose sodiumViscosityChemistryGeneral Medicine021001 nanoscience & nanotechnologyBioavailabilityMicrocrystalline celluloseDrug LiberationSolubilityDrug Design0210 nano-technologyTabletsBiotechnologyEuropean Journal of Pharmaceutics and Biopharmaceutics
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Aclidinium inhibits cholinergic and tobacco smoke-induced MUC5AC in human airways.

2010

Mucus hypersecretion and mucin MUC5AC overexpression are pathological features of chronic obstructive pulmonary disease (COPD). This study examines the inhibitory effect of aclidinium, a new long-acting muscarinic antagonist, on MUC5AC expression in human airway epithelial cells. MUC5AC mRNA (RT-PCR) and protein expression (ELISA and immunohistochemistry) were studied in human bronchial tissue and differentiated human airway epithelial cells activated with carbachol (100 μM) or cigarette smoke extract in the absence or presence of aclidinium. Carbachol increased MUC5AC mRNA and protein expression in human bronchus and cultured epithelial cells. Aclidinium inhibited the carbachol-induced MUC…

Pulmonary and Respiratory MedicineMAPK/ERK pathwaymedicine.medical_specialtyCarbacholRespiratory SystemMuscarinic AntagonistsPharmacologyMucin 5ACPulmonary Disease Chronic ObstructiveDownregulation and upregulationInternal medicinemedicineHumansRNA Small InterferingCells CulturedBronchusbusiness.industryMucinSmokingEpithelial Cellsrespiratory systemMucusEpitheliumErbB ReceptorsEndocrinologymedicine.anatomical_structureCarbacholMitogen-Activated Protein KinasesbusinessTyrosine kinasemedicine.drugTropanesThe European respiratory journal
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Aclidinium inhibits cigarette smoke-induced lung fibroblast-to-myofibroblast transition.

2012

Cigarette smoking contributes to lung remodelling in chronic obstructive pulmonary disease (COPD). As part of this remodelling, peribronchiolar fibrosis is observed in the small airways of COPD patients and contributes to airway obstruction. Fibroblast-to-myofibroblast transition is a key step in peribronchiolar fibrosis formation. This in vitro study examined the effect of cigarette smoke on bronchial fibroblast-to-myofibroblast transition, and whether aclidinium bromide inhibits this process. Human bronchial fibroblasts were incubated with aclidinium bromide (10 −9 –10 −7 M) and exposed to cigarette smoke extract. Collagen type I and α-smooth muscle actin (α-SMA) expression were measured …

Pulmonary and Respiratory MedicineTime FactorsBronchiPharmacologyCholinergic AntagonistsCollagen Type Ichemistry.chemical_compoundAclidinium bromideFibrosisSmokemedicineExtracellularCyclic AMPHumansRNA Small InterferingFibroblastMyofibroblastsLungCells CulturedInflammationbusiness.industrySmokingFibroblastsmedicine.diseaseFluoresceinsAcetylcholinesteraseFibrosisActinsrespiratory tract diseasesmedicine.anatomical_structurechemistryGene Expression RegulationMicroscopy FluorescencebusinessReactive Oxygen SpeciesMyofibroblastAcetylcholineIntracellularmedicine.drugTropanesThe European respiratory journal
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Aclidinium inhibits human lung fibroblast to myofibroblast transition

2011

Background Fibroblast to myofibroblast transition is believed to contribute to airway remodelling in lung diseases such as asthma and chronic obstructive pulmonary disease. This study examines the role of aclidinium, a new long-acting muscarinic antagonist, on human fibroblast to myofibroblast transition. Methods Human bronchial fibroblasts were stimulated with carbachol (10 −8 to 10 −5  M) or transforming growth factor-β1 (TGF-β1; 2 ng/ml) in the presence or absence of aclidinium (10 −9 to 10 −7  M) or different drug modulators for 48 h. Characterisation of myofibroblasts was performed by analysis of collagen type I and α-smooth muscle actin (α-SMA) mRNA and protein expression as well as α…

Pulmonary and Respiratory Medicinemedicine.medical_specialtyCarbacholChronic Obstructive Pulmonary DiseaseBronchiMuscarinic AntagonistsBiologyCholinergic AgonistsCollagen Type ITransforming Growth Factor beta1Downregulation and upregulationWestern blotanticholinergicCell MovementInternal medicinemedicineCOPDHumans1506RNA MessengerAutocrine signallingFibroblastMyofibroblastsCells CulturedCell Proliferationmedicine.diagnostic_testDose-Response Relationship Drugairway epitheliumCell Differentiationasthmainterstitial fibrosisFibroblastsAdenosineMolecular biologymyofibroblastActinsUp-RegulationEndocrinologymedicine.anatomical_structurePhosphorylationFibroblastCarbacholMyofibroblastmedicine.drugTropanesThorax
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68 Ga‐Labelled Tropane Analogues for the Visualization of the Dopaminergic System

2020

Abstract The development of radiometal‐labelled pharmaceuticals for neuroimaging could offer great potential due to easier handling during labelling and availability through radionuclide generator systems. Nonetheless, to date, no such tracers are available for positron emission tomography, primarily owing to the challenge of crossing the blood–brain barrier (BBB) and loss of affinity through chelator attachment. We have prepared a variety of 68Ga‐labelled phenyltropanes showing that, through a simple hydrocarbon‐linker, it is possible to introduce a chelator onto the lead structure while maintaining its high affinity for hDAT (human dopamine transporter) and simultaneously achieving adequa…

Rat modeltropane01 natural sciencesBiochemistrychemistry.chemical_compoundgallium-68Drug DiscoverylipophilicitymedicineGeneral Pharmacology Toxicology and PharmaceuticsradiopharmaceuticalsDopamine transporterPharmacologyFull Paperbiologymedicine.diagnostic_test010405 organic chemistryChemistryOrganic ChemistryDopaminergicdopamine transportersTropaneFull Papers0104 chemical sciencesimaging agents010404 medicinal & biomolecular chemistryPositron emission tomographyLipophilicityLead structurebiology.proteinBiophysicsMolecular MedicineRadionuclide GeneratorChemMedChem
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Synthetic Haptens and Monoclonal Antibodies to the Cyanotoxin Anatoxin‐a

2019

Early warning systems for monitoring toxic events may benefit from the availability of monoclonal antibodies enabling the sensitive and specific detection of anatoxin-a, a cyanotoxin involved in numerous cases of animal poisoning resulting from toxic algal blooms in freshwaters. Through the synthesis of three functionalized derivatives of anatoxin-a, we have succeeded in generating the first-ever reported immunoreagents (bioconjugates and antibodies) suitable for the development of immunoanalytical approaches aimed at rapid and onsite detection of this harmful cyanotoxin.

Specific detectionmedicine.drug_classHarmful Algal BloomEnzyme-Linked Immunosorbent AssayAnimal poisoningBiology010402 general chemistryMonoclonal antibody01 natural sciencesAlgal bloomCatalysisAnatoxin-aMicrobiologychemistry.chemical_compoundmedicineAnimalsCyanobacteria Toxins010405 organic chemistryAntibodies MonoclonalSerum Albumin BovineStereoisomerismGeneral ChemistryCyanotoxin0104 chemical scienceschemistrybiology.proteinCattleAntibodyHaptensHaptenTropanesAngewandte Chemie International Edition
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