title: Novel rhenium complexes derived from alpha-tropanol as potential ligands for the dopamine transporter.
abstract: A series of rhenium complexes was synthesized as model compounds for the corresponding radioactive technetium-99m complexes for preliminary biological investigations. In a '3 + 1' mixed-ligand approach the tropanol molecule was linked with the metal core through a omega-mercaptoester group as monodentate ligand. Bis(thioethyl)sulphide was used as the tridentate dithiol ligand to block the remaining free coordination sites. The omega-mercaptoesters were synthesized via the trityl-protected precursors. Binding tests on the cloned human dopamine transporter revealed moderate binding affinities for some of the prepared compounds. The complexes were characterised by X-ray and the lipophilicity as well as pKa values were determined.
authors.affiliation: Forschungszentrum Rossendorf, Institut für Bioanorganische und Radiopharmazeutische Chemie, Dresden. hoepping@fz-rossendorf.de
authors.forename: A
authors.initials: A
authors.lastname: Hoepping
authors.forename: P
authors.initials: P
authors.lastname: Brust
authors.forename: R
authors.initials: R
authors.lastname: Berger
authors.forename: P
authors.initials: P
authors.lastname: Leibnitz
authors.forename: H
authors.initials: H
authors.lastname: Spies
authors.forename: S
authors.initials: S
authors.lastname: Machill
authors.forename: D
authors.initials: D
authors.lastname: Scheller
authors.forename: B
authors.initials: B
authors.lastname: Johannsen
mesh_terms: D002352:Carrier Proteins / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D003042:Cocaine / Q000031:analogs & derivatives / Q000378:metabolism; D018360:Crystallography, X-Ray; D050483:Dopamine Plasma Membrane Transport Proteins; D006801:Humans; D008562:Membrane Glycoproteins; D026901:Membrane Transport Proteins; D009419:Nerve Tissue Proteins; D010879:Piperazines / Q000378:metabolism; D012211:Rhenium / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014326:Tropanes / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D002352:Carrier Proteins; D050483:Dopamine Plasma Membrane Transport Proteins; D008562:Membrane Glycoproteins; D026901:Membrane Transport Proteins; D009419:Nerve Tissue Proteins; D010879:Piperazines; D014326:Tropanes; C021279:(1R-(exo,exo))-3-(4-fluorophenyl)-8-methyl-8- azabicyclo(3.2.1)octane-2-carboxylic acid, methyl ester; D012211:Rhenium; C043425:vanoxerine; D003042:Cocaine