Synthesis and biological characterization of stable and radioiodinated (±)-trans-2-hydroxy-3-P{4-(3-iodophenyl)piperidyl}-1,2,3,4-tetrahyd ronaphthalene (3′-IBVM)

S. M.N. Efange, K. Von Hohenberg, A. B. Khare, Z. Tu, R. H. Mach, Stanley M. Parsons

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The vesamicol analogue (±)-trans-2-Hydroxy-3-{4-(3-iodophenyl)piperidyl}-1,2,3,4-tetrahydr onaphthalene (3′-IBVM), a potent ligand for the vesicular acetylcholine transporter (VAChT), was evaluated as a potential radiotracer for studying VAChT density in vivo. In radioligand binding experiments, 3′-IBVM displays subnanomolar affinity for VAChT and 100-fold selectivity for VAChT over σ1 and σ2 receptors. Consistent with this profile, radioiodinated (±)-3′-IBVM distributed heterogenously in the rat brain following a bolus IV injection, displaying high concentrations in the striatum and moderate to low concentrations in the cortex and cerebellum, respectively. However, co-injection of the radiotracer with the sigma ligand haloperidol resulted in significant reductions of radiotracer levels in all brain regions examined. Therefore, radioiodinated (±)-IBVM appears to bind to both VAChT and sigma receptors in vivo.

Original languageEnglish
Pages (from-to)749-755
Number of pages7
JournalNuclear Medicine and Biology
Issue number8
StatePublished - 2000


  • Acetylcholine transporter
  • Synaptic vesicles
  • Vesamicol analogue


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