2005
Synthesis, Radiosynthesis, and Biological Evaluation of Carbon-11 and Fluorine-18 (N-Fluoroalkyl) Labeled 2β-Carbomethoxy-3β-(4'-(3-furyl)phenyl)tropanes and -nortropanes: Candidate Radioligands for in Vivo Imaging of the Serotonin Transporter with Positron Emission Tomography
Stehouwer J, Plisson C, Jarkas N, Zeng F, Voll R, Williams L, Martarello L, Votaw J, Tamagnan G, Goodman M. Synthesis, Radiosynthesis, and Biological Evaluation of Carbon-11 and Fluorine-18 (N-Fluoroalkyl) Labeled 2β-Carbomethoxy-3β-(4'-(3-furyl)phenyl)tropanes and -nortropanes: Candidate Radioligands for in Vivo Imaging of the Serotonin Transporter with Positron Emission Tomography. Journal Of Medicinal Chemistry 2005, 48: 7080-7083. PMID: 16250668, DOI: 10.1021/jm0504095.Peer-Reviewed Original ResearchMeSH KeywordsAnimalsBinding, CompetitiveBrainCarbon RadioisotopesCell LineDopamine Plasma Membrane Transport ProteinsFluorine RadioisotopesFuransHumansLigandsMacaca fascicularisMacaca mulattaNorepinephrine Plasma Membrane Transport ProteinsNortropanesPositron-Emission TomographyRadioligand AssayRadiopharmaceuticalsSerotonin Plasma Membrane Transport ProteinsStructure-Activity RelationshipTropanes
2004
Radiosynthesis of [18F] N-(3-Fluoropropyl)-2-β-Carbomethoxy-3-β-(4-Bromophenyl) Nortropane and the regional brain uptake in non human primate using PET
Chaly T, Baldwin R, Neumeyer J, Hellman M, Dhawan V, Garg P, Tamagnan G, Staley J, Al-Tikriti M, Hou Y, Zoghbi S, Gu X, Zong R, Eidelberg D. Radiosynthesis of [18F] N-(3-Fluoropropyl)-2-β-Carbomethoxy-3-β-(4-Bromophenyl) Nortropane and the regional brain uptake in non human primate using PET. Nuclear Medicine And Biology 2004, 31: 125-131. PMID: 14741577, DOI: 10.1016/s0969-8051(03)00110-0.Peer-Reviewed Original ResearchMeSH KeywordsAnimalsBrainDopamine Plasma Membrane Transport ProteinsFemaleIsotope LabelingMembrane GlycoproteinsMembrane Transport ProteinsMetabolic Clearance RateNerve Tissue ProteinsNortropanesPapioRadiopharmaceuticalsTissue DistributionTomography, Emission-ComputedConceptsBrain uptakeDopamine transporterRegional brain uptakeGood brain uptakeNon-target ratioDAT imagingPlasma metabolite analysisTarget ratioΒ-carbomethoxyHigh uptakeImaging agentVivo propertiesHuman primatesRadiochemical purityHigh targetUptakeParent compoundStriatumMetabolite analysisRadiosynthesis
2001
Synthesis of Cyclopentadienyltricarbonyl Rhenium Phenyltropanes by Double Ligand Transfer: Organometallic Ligands for the Dopamine Transporter
Cesati R, Tamagnan G, Baldwin R, Zoghbi S, Innis R, Kula N, Baldessarini R, Katzenellenbogen J. Synthesis of Cyclopentadienyltricarbonyl Rhenium Phenyltropanes by Double Ligand Transfer: Organometallic Ligands for the Dopamine Transporter. Bioconjugate Chemistry 2001, 13: 29-39. PMID: 11792176, DOI: 10.1021/bc010011x.Peer-Reviewed Original ResearchMeSH KeywordsAnimalsBinding, CompetitiveChemical PhenomenaChemistry, PhysicalChromatography, Thin LayerDopamine Plasma Membrane Transport ProteinsIndicators and ReagentsKineticsLigandsMagnetic Resonance SpectroscopyMembrane GlycoproteinsMembrane Transport ProteinsMiceNeostriatumNerve Tissue ProteinsOrganometallic CompoundsRheniumSpectrophotometry, UltravioletTropanesConceptsExcellent functional group toleranceLigand transfer reactionDouble ligand transfer reactionDouble-ligand transferFunctional group toleranceOrganometallic ligandsRhenium systemsLigand transferTransfer reactionsGroup toleranceDirect preparationFerrocene precursorsReasonable yieldsReactionConjugatesModular natureFerrocenePerrhenateLigandsCompoundsSynthesisConvenient mannerPrecursorsPreparationBinderSex differences in [123I]β‐CIT SPECT measures of dopamine and serotonin transporter availability in healthy smokers and nonsmokers
Staley J, Krishnan‐Sarin S, Zoghbi S, Tamagnan G, Fujita M, Seibyl J, Maciejewski P, O'Malley S, Innis R. Sex differences in [123I]β‐CIT SPECT measures of dopamine and serotonin transporter availability in healthy smokers and nonsmokers. Synapse 2001, 41: 275-284. PMID: 11494398, DOI: 10.1002/syn.1084.Peer-Reviewed Original ResearchMeSH KeywordsAdultAffectBrain StemCarrier ProteinsCocaineCorpus StriatumDopamine Plasma Membrane Transport ProteinsFemaleHumansIodine RadioisotopesMaleMembrane GlycoproteinsMembrane Transport ProteinsMiddle AgedNerve Tissue ProteinsRadiopharmaceuticalsSerotonin Plasma Membrane Transport ProteinsSex CharacteristicsSmokingTomography, Emission-Computed, Single-PhotonConceptsCIT uptakeTransporter availabilityHealthy smokersMale smokersEffect of smokingConstituents of tobaccoSingle photon emissionSex-specific mannerHigher brainstemNondisplaceable activitySPECT measuresFemale smokersSmoking statusSerotonin levelsBolus administrationOutcome measuresPairs of ageSmokersModest elevationBrainstemNonsmokersRegional uptakeAnalog of cocaineHigher dopamineTransporter expression
2000
Synthesis and monoamine transporter affinity of 2β-carbomethoxy-3β-(2″-, 3″- or 4″-substituted) biphenyltropanes
Tamagnan G, Baldwin R, Kula N, Baldessarini R, Innis R. Synthesis and monoamine transporter affinity of 2β-carbomethoxy-3β-(2″-, 3″- or 4″-substituted) biphenyltropanes. Bioorganic & Medicinal Chemistry Letters 2000, 10: 1783-1785. PMID: 10969967, DOI: 10.1016/s0960-894x(00)00317-6.Peer-Reviewed Original ResearchAnimalsCarrier ProteinsCocaineDopamineDopamine Plasma Membrane Transport ProteinsMembrane GlycoproteinsMembrane Transport ProteinsMolecular StructureNerve Tissue ProteinsNorepinephrineNorepinephrine Plasma Membrane Transport ProteinsProsencephalonRadioligand AssayRatsSerotoninSerotonin Plasma Membrane Transport ProteinsSymportersTropanes
1996
N-Substituted Analogs of 2β-Carbomethoxy-3β-(4‘-iodophenyl)tropane (β-CIT) with Selective Affinity to Dopamine or Serotonin Transporters in Rat Forebrain
Neumeyer J, Tamagnan G, Wang S, Gao Y, Milius R, Kula N, Baldessarini R. N-Substituted Analogs of 2β-Carbomethoxy-3β-(4‘-iodophenyl)tropane (β-CIT) with Selective Affinity to Dopamine or Serotonin Transporters in Rat Forebrain. Journal Of Medicinal Chemistry 1996, 39: 543-548. PMID: 8558525, DOI: 10.1021/jm9505324.Peer-Reviewed Original ResearchMeSH KeywordsAnimalsBinding SitesCarrier ProteinsCocaineDopamineDopamine Plasma Membrane Transport ProteinsMagnetic Resonance SpectroscopyMembrane GlycoproteinsMembrane Transport ProteinsMolecular ProbesNerve Tissue ProteinsProsencephalonRadioligand AssayRatsSerotoninSerotonin Plasma Membrane Transport ProteinsSpectrometry, Mass, Fast Atom BombardmentConceptsBeta-CITN-fluoropropylMood-elevating drugsRat brain tissueBeta-carbomethoxy-3 betaDA neuronsSerotonin neuronsDA transporterNeuropharmacological evaluationRat forebrainBrain tissueImproved markersSerotonin transporterDAT affinityNeuronsDopamineBetaDAT selectivitySelective affinityTransportersHigh affinityEster analoguesSerotoninForebrainNovel series