Exploration of the dopamine transporter: In vitro and in vivo characterization of a high-affinity and high-specificity iodinated tropane derivative (E)-N-(3-iodoprop-2-enyl)-2β-carbomethoxy3β-(4'- methylphenyl)nortropane (PE2I)

Nuclear Medicine and Biology

Volumn 25, Issue 4, 1998, Pages 331-337

  Guilloteau, Denis ^a   Emond, Patrick ^a   Baulieu, Jean Louis ^a   Garreau, Lucette ^a   Frangin, Yves ^a   Pourcelot, Léandre ^a   Mauclaire, Laurent ^b   Besnard, Jean Claude ^a   Chalon, Sylvie ^a  

^a INSERM   (France)

^b CIS Bio International   (France)

Author keywords

Cocaine; Dopamine transporter; SPECT; Tropane

Indexed keywords

COCAINE; DOPAMINE TRANSPORTER; IODINE 123; IODINE 125; N (3 IODOPROP 2 ENYL) 2BETA CARBOMETHOXY 3BETA (4' METHYLPHENYL)NORTROPANE; NISOXETINE; PAROXETINE; TROPANE DERIVATIVE; UNCLASSIFIED DRUG; VANOXERINE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; AUTORADIOGRAPHY; CONTROLLED STUDY; DRUG ACCUMULATION; DRUG SYNTHESIS; INTRAVENOUS DRUG ADMINISTRATION; ISOTOPE LABELING; MALE; NERVE DEGENERATION; NONHUMAN; RADIOIODINATION; RAT; SINGLE PHOTON EMISSION COMPUTER TOMOGRAPHY; STRIATE CORTEX;

ANIMALS; AUTORADIOGRAPHY; BINDING SITES; BIOLOGICAL TRANSPORT; BRAIN; COCAINE; DOPAMINE; INJECTIONS, INTRAVENOUS; MACACA FASCICULARIS; MALE; NORTROPANES; RADIOLIGAND ASSAY; RATS; RATS, WISTAR; STRUCTURE-ACTIVITY RELATIONSHIP; TISSUE DISTRIBUTION; TOMOGRAPHY, EMISSION-COMPUTED, SINGLE-PHOTON;

EID: 0031961325     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0969-8051(97)00224-2     Document Type: Article

References (25)

1. Asenbaum S., Brücke T., Pirker W., Podreka I., Angelberger P., Wenger S., Wöber C., Müller C., Deecke L. Imaging of dopamine transporters with iodine-123-β-CIT and SPECT in Parkinson's disease. J. Nucl. Med. 38:1997;1-6.
2. 125I]RTI-55 to dopamine and serotonin transporters in rat brain. Synapse. 12:1992;27-36.
3. 125I]RTI-55 A potent ligand for dopamine transporters . Eur. J. Pharmacol. 194:1991;133-134.
4. Bonnet J. J., Costentin J. GBR 12783, a potent and selective inhibitor of dopamine uptake Biochemical studies in vivo and ex vivo . Eur. J. Pharmacol. 121:1986;199-209.
5. 123I]FP-CIT SPET in the demonstration of the dopaminergic deficit in Parkinson's disease. Eur. J. Nucl. Med. 24:1997;68-71.
6. Bradford M. M. A rapid sensitive method for the quantification of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72:1976;248-254.
7. 123I]β-CIT Binding kinetics in the human brain . J. Neural Transm. 94:1993;137-146.
8. Elmaleh D. R., Fischman A. J., Shoup T. M., Byon C., Hanson R. N., Liang A. Y., Meltzer P. C., Madras B. K. Preparation and biological evaluation of iodine-125-IACFT A selective SPECT agent for imaging dopamine transporter sites . J. Nucl. Med. 37:1996;1197-1202.
9. Emond P., Chalon S., Garreau L., Dognon A. M., Bodard S., Frangin Y., Baulieu J. L., Besnard J. C., Guilloteau D. A new iodinated tropane derivative (β-CDIT) for in vivo dopamine transporter exploration Comparison with β-CIT . Synapse. 26:1997;72-80.
10. Emond P., Garreau L., Chalon S., Boazi M., Caillet M., Bricard J., Frangin Y., Mauclaire L., Besnard J. C., Guilloteau D. Synthesis and ligand binding of nortropane derivatives N-substituted-2β-carbomethoxy-3β-(4′-iodophenyl)nortropane and N-(3-iodoprop-(2E)-enyl)-2β-carbomethoxy-3β-(3′,4′- disubstitutedphenyl)nortropane: New high affinity and selective compounds for the dopamine transporter . J. Med. Chem. 46:1997;1366-1372.
11. Fischman A. J., Babich J. W., Elmaleh D. R., Barrow S. A., Meltzer P., Hanson R. N., Madras B. K. SPECT imaging of dopamine transporter sites in normal and MPTP-treated rhesus monkeys. J. Nucl. Med. 38:1997;144-150.
12. Frost J. J., Rosier A. J., Reich S. G., Smith J. S., Ehlers M. D., Snyder S. H., Ravert H. T., Dannals R. F. Positron emission tomography imaging of the dopamine transporter with 11C-WIN 35,428 reveals marked declines in mild Parkinson's disease. Ann. Neurol. 34:1993;423-431.
13. Garreau L., Emond P., Belzung C., Guilloteau D., Frangin Y., Besnard J. C., Chalon S. N-(3-iodoprop-2E-enyl)-2β-carbomethoxy-3β-(3′,4′- dichlorophenyl) nortropane or βCDIT, a tropane derivative Pharmacological characterization as a specific ligand for the dopamine transporter in the rodent brain . J. Pharmacol. Exp. Ther. 282:1997;467-474.
14. Goodman M. M., Kung M. P., Kabalka G. W., Kung H. F., Switzer R. Synthesis and characterization of radioiodinated N-(3-iodopropen-1-yl)-2β-carbomethoxy-3β-(4-chlorophenyl)tropanes Potential dopamine reuptake site imaging agents . J. Med. Chem. 37:1994;1535-1542.
15. Innis R. B., Seibyl J. P., Scanley B. E., Laruelle M., Abi-Dargham A., Wallace E., Baldwin R. M., Zea-Ponce Y., Zoghbi S., Wang S., Gao Y., Neumeyer J. L., Charney D. S., Hoffer P. B., Marek K. L. Single photon emission computed tomographic imaging demonstrates loss of striatal dopamine transporters in Parkinson disease. Proc. Natl. Acad. Sci. USA. 90:1993;11965-11969.
16. Ishikawa T., Dhawan V., Kazumata K., Chaly T., Mandel F., Neumeyer J., Margouleff C., Babchyck B., Zanzi I., Eidelberg D. Comparative nigrostriatal dopaminergic imaging with iodine-123-βCIT-FP/SPECT and fluorine-18-FDOPA/PET. J. Nucl. Med. 37:1996;1760-1765.
17. 3H]-GBR 12935 binding to the dopamine transporter is decreased in the caudate nucleus in Parkinson's disease. J. Neurochem. 49:1987;617-621.
18. Kuikka J. T., Akerman K., Bergström K. A., Karhu J., Hiltunen J., Haukka J., Heikkinen J., Tiihonen J., Wang S., Neumeyer J. L. Iodine-123 labelled N-(2-fluoroethyl)-2β-carbomethoxy-3β-(4-iodophenyl) nortropane for dopamine transporter imaging in the living human brain. Eur. J. Nucl. Med. 22:1995;682-686.
19. Kung M. P., Essman W. D., Frederick D., Meegalla S., Goodman M., Mu M., Lucki I., Kung H. F. IPT A novel iodinated ligand for the CNS dopamine transporter . Synapse. 20:1995;316-324.
20. 123I]β-CIT binding to dopamine transporters in healthy human subjects. J. Cereb. Blood Flow Metab. 14:1994;982-994.
21. 3H]-GBR 12935 binding to dopamine uptake sites Subcellular localization and reduction in Parkinson's disease and progressive supranuclear palsy . Eur. J. Pharmacol. 156:1988;331-340.
22. Mozley P. D., Kim H. J., Gur R. C., Tatsch K., Muenz L. R., McElgin W. T., Kung M. P., Mu M., Myers A. M., Kung H. F. Iodine-123-IPT SPECT imaging of CNS dopamine transporters Nonlinear effects of normal aging on striatal uptake values . J. Nucl. Med. 37:1996;1965-1970.
23. Neumeyer J. L., Wang S., Gao Y., Milius R. A., Kula N. S., Campbel A., Baldessarini R. J., Zea-Ponce Y., Baldwin R. M., Innis R. B. N-ω-Fluoroalkyl analogs of (1R)-2β-carbomethoxy-3β-(4-iodophenyl)-tropane (β-CIT) Radiotracers for positrion emission tomography and single photon emission computed tomography imaging of dopamine transporters . J. Med. Chem. 37:1994;1558-1561.
24. 123I]-IBZM SPET study . J. Neural Transm. 45:1995;113-122.
25. 123I]β-CIT striatal uptake correlates with symptom severity in Parkinson's disease. Ann. Neurol. 38:1995;589-598.