Electrophysiological study, biodistribution in mice, and preliminary PET evaluation in a rhesus monkey of 1-amino-3-[18F]fluoromethyl-5-methyl- adamantane (18F-MEM): A potential radioligand for mapping the NMDA-receptor complex

Nuclear Medicine and Biology

Volumn 25, Issue 4, 1998, Pages 323-330

  Samnick, Samuel ^a   Ametamey, Simon ^a   Leenders, Klaus L ^a   Vontobel, Peter ^a   Quack, Guenter ^b   Parsons, Chris G ^b   Neu, Henrik ^a   Schubiger, Pius A ^a  

^a PAUL SCHERRER INSTITUTE   (Switzerland)

^b MERZ PHARMACEUTICALS GMBH   (Germany)

Author keywords

18F Memantine; NMDA receptors; PCP binding sites; PET

Indexed keywords

DIZOCILPINE; DIZOCILPINE MALEATE; FLUOROMETHANE F 18; ION CHANNEL; MEMANTINE; MEMANTINE F 18; N METHYL DEXTRO ASPARTIC ACID RECEPTOR; N METHYL DEXTRO ASPARTIC ACID RECEPTOR BLOCKING AGENT; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BLOOD BRAIN BARRIER; CONTROLLED STUDY; DRUG ACCUMULATION; DRUG CLEARANCE; DRUG SYNTHESIS; DRUG UPTAKE; INTRAVENOUS DRUG ADMINISTRATION; ISOTOPE LABELING; MOUSE; NONHUMAN; POSITRON EMISSION TOMOGRAPHY; RADIOISOTOPE DISTRIBUTION; RHESUS MONKEY;

ANIMALS; BINDING, COMPETITIVE; BLOOD-BRAIN BARRIER; BRAIN; DIZOCILPINE MALEATE; ELECTROPHYSIOLOGY; EXCITATORY AMINO ACID ANTAGONISTS; FEMALE; FLUORINE RADIOISOTOPES; MACACA MULATTA; MEMANTINE; MICE; MICE, INBRED ICR; PATCH-CLAMP TECHNIQUES; RADIOLIGAND ASSAY; RADIOPHARMACEUTICALS; RECEPTORS, N-METHYL-D-ASPARTATE; TISSUE DISTRIBUTION; TOMOGRAPHY, EMISSION-COMPUTED;

EID: 0031961437     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0969-8051(98)00003-1     Document Type: Article

References (47)

1. Ascher P., Nowak L. Electrophysiological studies of NMDA receptors. Trends Neurosci. 10:1987;284-288.
2. 18F]methyl-MK-801, a potential NMDA receptor complex radioligand. Neurosci. Lett. 121:1991;183-186.
3. Bliss T. V. P., Collingridge G. L. A synaptic model of memory Long-term potentiation in the hippocampus . Nature. 361:1993;31-39.
4. Bormann J. Memantine is a potent blocker of N-methyl-D-aspartate (NMDA) receptor channels. Eur. J. Pharmacol. 166:1989;591-592.
5. 18F]fluoro-analogs of MK-801. Appl. Radiat. Isot. 40:1989;325-328.
6. 18F]fluoroalkyl)spiperone derivatives. Appl. Radiat. Isot. 37:1986;1173-1180.
7. Choi D. W. Glutamate neurotoxicity and diseases of the nervous system. Neuron. 1:1988;623-634.
8. Clineschmidt B. V., Martin G. E., Bunting P. R. Anticonvulsant activity of (+)-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine (MK-801), a substance with potent anticonvulsant, central sympathomimetic and apparent anxiolytic properties. Drug Dev. Res. 2:1982;123-134.
9. 18F]-fluoroheptadecanoic acid in high yields via aminopolyether-supported, nucleophilic fluorination. J. Label. Compd. Radiopharm. 23:1986;455-466.
10. Cotman C. W., Iversen L. L. Excitatory amino acids in the brain focus on NMDA receptors. Trends Neurosci. 10:1987;263-265.
11. Davies S. N., Martin M., Millar J. D., Aram J. A., Church J., Lodge D. Differences in results from in vivo and in vitro studies on the use-dependency of N-methyl-D-aspartate antagonism by MK-801 and other phencyclidine receptor ligands. Eur. J. Pharmacol. 145:1988;141-151.
12. 18F]fluoro-6-thia-heptadecanoic acid (FTHA). J. Label. Compd. Radiopharm. 29:1991;989-995.
13. 18F]fluorometoprolol as a potential tracer for the visualization of β-adrenoceptors with PET. Nucl. Med. Biol. 20:1993;637-642.
14. 18F]5-(β-Fluoroethyl)-10,11-dihydro-5H-dibenzocycloheptene-5,10- imine . J. Label. Compd. Radiopharm. 27:1989;1007-1013.
15. Dewart D., Chalmers D. T., Shand A., Graham D. I., McCulloch J. Selective reduction of quisqualate (AMPA) receptors in Alzheimer cerebellum. Ann. Neurol. 28:1990;805-810.
16. Erdö S. L., Schäfer M. Memantine is highly potent in protecting cortical cultures against excitotoxic cell death evoked by glutamate and N-methyl-D-aspartate. Eur. J. Pharmacol. 198:1991;215-217.
17. 11C]ketamine in the rhesus monkey studied by positron emission tomography (PET). Nucl. Med. Biol. 21:1994;927-934.
18. Iversen L. L., Woodruff G. N., Kemp J. A., Foster A. C., Gill R., Wong E. H. F. Neuroprotective properties of the glutamate antagonist dizicilpine maleate (MK-801) in animal models of focal and global ischaemia. Krieglstein J. Pharmacology of Cerebral Ischemia. 1989;165-171 CRC Press, Boca Raton, FL.
19. Kemp J. A., Foster A. C., Wong E. H. F. Non-competitive antagonists of excitatory amino acid receptors. Trends Neurosci. 10:1987;294-299.
20. 18F]Fluoroethyl triflate Preparation and reactions with amines . 7th Int. Symp. Radiopharm. Chem. 1988;Groningen, The Netherlands (A8).
21. 11C]MK-801]. Appl. Radiat. Isot. 41:1990;139-142.
22. Kornhuber J., Bormann J., Hubers M., Rusche K., Riederer P. Effects of the 1-amino-adamantanes at the MK-801-binding site of the NMDA-receptor-gated ion channel A human postmortem brain study . Eur. J. Pharmacol. Molec. Pharmacol. 206:1991;297-300.
23. 3H]TCP binding and NMDA receptors. Eur. J. Pharmacol. 123:1986;173-174.
24. Mayer M. L., Westbrook G. L. The physiology of excitatory amino acids in the vertebrate central nervous system. Prog. Neurobiol. 28:1987;197-276.
25. Monoghan D. T., Bridges R. J., Cotman C. W. The excitatory amino acid receptors Their classes, pharmacology and distinct properties in the function of the central nervous system . Annu. Rev. Pharmacol. Toxicol. 29:1989;365-402.
26. Morris R. G. M., Anderson E., Lynch G. S., Baudry M. Selective impairment of learning and blockade of long-term potentiation by an N-methyl-D-aspartate receptor antagonist. Nature. 319:1986;774-776.
27. Ouyang X., Mukherjee J., Yang Z.-Y. Synthesis, radiosynthesis, and biological evaluation of fluorinated thienylcyclohexyl piperidine derivatives as potential radiotracers for the NMDA receptor-linked calcium ionophore. Nucl. Med. Biol. 23:1996;315-324.
28. Parsons C. G., Gruner R., Rozental J., Millar J., Lodge D. Patch clamp studies on the kinetics and selectivity of N-methyl-D-aspartate receptor antagonism by memantine (1-amino-3,5-dimethyladamantane). Neuropharmacology. 32:1993;1337-1350.
29. Patel S., Chapman A. G., Graham J. L., Meldrum B. S., Frey P. Anticonvulsant activity of the NMDA antagonists, D(-)4-(3-phosphonopropyl)piperazine-2-carboxylic acid (D-CPP) and D(-)(E)-4-(3-phosphonoprop-2-enyl)piperazine-2-carboxylic acid (D-CPP-ene) in a rodent and primate model of reflex epilepsy. Epilepsy Res. 7:1990;3-10.
30. 18F]-fluoromethyl-TCP, a potential tool for PET study of the NMDA receptor channel complex. J. Label. Compd. Radiopharm. 31:1992;955-960.
31. 3H]MK-801 Binding sites in postmortem human brain. J. Neurochem. 54:1990;1163-1168.
32. Rabey J. M., Nissipeanu P., Korczyn A. D. Efficacy of memantine and NMDA receptor antagonist, in the treatment of Parkinson's disease. J. Neural Transm. 4:1992;277-282.
33. 18F]fluoro-L-DOPA and its remote routine production for PET investigations of dopaminergic systems. Appl. Radiat. Isot. 44:1993;645-649.
34. Rothman S. M., Olney J. W. Excitotoxicity and the NMDA receptor. Trends Neurosci. 10:1987;299-302.
35. 18F]fluoro-methyl-5-methyl-adamantane A potential ligand for mapping the N-methyl-D-aspartate receptor complex . J. Lab. Compd. Radiopharm. 39:1997;241-250.
36. 18F-labelled thienylcyclohexylpiperidine (TCP) analogs as radioligands for the NMDA receptor-channel complex. J. Label. Compd. Radiopharm. 38:1995;77-86.
37. Sircar R., Zukin S. R. Characterization of specific sigma opiate/phencyclidine (PCP)-binding sites in the human brain. Life Sci. 33:1985;259-262.
38. Sonders M. S., Keana J. F. W., Weber E. Phencyclidine and psychotomimetic sigma opiates Recent insights into their biochemical and physiological sites of action . Trends Neurosci. 11:1988;37-40.
39. Stone T. W., Burton N. R. NMDA receptors and ligands in the vertebrate CNS. Prog. Neurobiol. 30:1988;333-368.
40. Townsend D. W., Byars L. G., Defrise M., Geissbuhler A., Maguire R. P., Missimer J. et al. (1993) Design and performance of a rotating positron tomograph RPT-2, Nuclear Science Symposium and Medical Imaging Conference, Conference Proceedings. San Francisco, pp. 1058-1062.
41. 3H]TCP) binds to two different sites in rat brain Localization by autoradiographic and biochemical techniques . Brain Res. 378:1986;133-141.
42. Wesemann W., Sonntag K. H., Maj J. On the pharmacodynamics and pharmacokinetics of memantine. Arznei. Forsch./Drug Res. 33:1983;1122-1134.
43. Wong E. H. F., Kemp J. A., Priestley T., Knight A. R., Woodruff G. N., Iversen L. L. The anticonvulsant MK-801 is a potent N-methyl-D-aspartate antagonist. Proc. Natl. Acad. Sci. USA. 83:1986;7104-7108.
44. 3H]MK-801 Labels a site on the N-methyl-D-aspartate receptor channel complex in rat brain membranes. J. Neurochem. 50:1988;274-281.
45. Yi S.-Y., Snell L. D., Johnson K. M. Linkage between phencyclidine (PCP) and N-methyl-D-aspartate (NMDA) receptors in the cerebellum. Brain Res. 445:1988;147-151.
46. Young A. B., Greenamyre J. T., Hollingsworth Z., Albin R., D'Amato C., Shoulson I., et al. NMDA receptor losses in putamen from patients with Huntington's disease. Science. 241:1988;981-983.
47. 18F]Haloperidol binding in baboon brain. in vivo. Nucl. Med. Biol. 23:1996;47-52.