Synthesis and evaluation of 2-[18F]fluoro-CP-118,954 for the in vivo mapping of acetylcholinesterase

Nuclear Medicine and Biology

Volumn 32, Issue 2, 2005, Pages 185-191

  Kyoung Ryu, Eun ^a   Choe, Yearn Seong ^a   Park, Eun Young ^b   Paik, Jin Young ^a   Kim, Yu Ri ^b   Lee, Kyung Han ^a   Choi, Yong ^a   Kim, Sang Eun ^b   Kim, Byung Tae ^a  

^a Sungkyunkwan University School of Medicine   (South Korea)

^b Seoul National University   (South Korea)

Author keywords

2 18F fluoro CP 118, 954; Acetylcholinesterase; Acetylcholinesterase inhibitor; Alzheimer's disease; Olfactory tubercle; Striatum

Indexed keywords

5,7 DIHYDRO 3 [2 [1 (2 FLUOROBENZYL) 4 PIPERIDINYL]ETHYL] 6H PYRROLO[3,2 F] 1,2 BENZISOXAZOL 6 ONE F 18; ACETYLCHOLINESTERASE; DOPAMINE RECEPTOR BLOCKING AGENT; OPIATE AGONIST; TRACER; UNCLASSIFIED DRUG;

ALZHEIMER DISEASE; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CORRELATION ANALYSIS; DEBENZYLATION; DEFLUORINATION; DENSITY; DIAGNOSTIC VALUE; DOPAMINERGIC NERVE CELL; DRUG DISTRIBUTION; DRUG SCREENING; DRUG SYNTHESIS; DRUG UPTAKE; ENZYME LOCALIZATION; MALE; MOUSE; NONHUMAN; REDUCTION; STATISTICAL SIGNIFICANCE;

EID: 13844313474     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2004.09.006     Document Type: Article

References (29)

1. C. Geula, and M.M. Mesulam Cholinergic systems and related neuropathological predilection patterns in Alzheimer disease R.D. Terry R. Katzman K.L. Bick Alzheimer disease 1994 Raven Press New York 263 291
2. K.A. Frey, S. Minoshima, and D.E. Kuhl Neurochemical imaging of Alzheimer's disease and other degenerative dementias Q. J. Nucl. Med. 42 1998 166 178
3. T. Irie, K. Fukushi, Y. Akimoto, H. Tamagami, and T. Nozaki Design and evaluation of radioactive acetylcholine analogs for mapping brain acetylcholinesterase (AChE) in vivo Nucl. Med. Biol. 21 1994 801 808
4. 11C]PMP) Synapse 22 1996 123 131
5. 11C]methyl- tetrahydroaminoacridine (methyl-tacrine) in baboon brain Eur. J. Pharmacol. 236 1993 229 238
6. S. Pappata, B. Tavitian, L. Traykov, A. Jobert, A. Dalger, and J.F. Mangin In vivo imaging of human cerebral acetylcholinesterase J. Neurochem. 67 1996 876 879
7. T. Thomsen, B. Zendeh, J.P. Fischer, and J.H. Kewitz In vitro effects of various cholinesterase inhibitors on acetyl- and butyrylcholinesterase of healthy volunteers Biochem. Pharmacol. 41 1991 139 141
8. 18F-labeled 3-(1-benzyl-piperidin-4-yl)- 1-(1-methyl-1H-indol-3-yl)propan-1-ones for in vivo mapping of acetylcholinesterase Nucl. Med. Biol. 27 2000 263 267
9. 11C]methoxy-3-[2-[1-(phenylmethyl)-4- piperidinyl]ethyl]-1,2-benzisoxazole as an in vivo radioligand for acetylcholinesterase Nucl. Med. Biol. 26 1999 99 103
10. G.K. Mulholland, H. Sugimoto, D.M. Jewett, and M.R. Kilbourn Simple preparation of a novel C-11 acetylcholinesterase inhibitor J. Nucl. Med. 30S 1989 822P
11. 11C]donepezil as a tracer for visualization of acetylcholinesterase by PET Nucl. Med. Biol. 27 2000 745 747
12. 18F]fluorobenzyl)-4-[(5, 6-dimethoxy-1-oxoindan-2-yl)methyl]piperidine for in vivo studies of acetylcholinesterase Nucl. Med. Biol. 27 2000 741 744
13. 11C-methoxy]donepezil in the rat brain for in vivo visualization of acetylcholinesterase J. Pharmacol. Sci. 91 2003 105 112
14. A. Villalobos, T.W. Butler, D.S. Chapin, Y.L. Chen, S.B. DeMattos, and J.L. Ives 5,7-Dihydro-3-[2-[1-(phenylmethyl)-4-piperidinyl]ethyl]-6H-pyrrolo[3, 2-f]-1,2-benzisoxazol-6-one: a potent and centrally-selective inhibitor of acetylcholinesterase with an improved margin of safety J. Med. Chem. 38 1995 2802 2808
15. 11C]CP-126,998: a PET ligand for in vivo study of acetylcholinesterase Nucl. Med. Biol. 29 2002 547 552
16. 11C]CP-126,998, a brain selective enzyme inhibitor Synapse 45 2002 1 9
17. 18F]- fluorobenzyl)-4-piperidinyl]ethyl]-6H-pyrrolo[3,2-f]-1,2-benzisoxazol-6-one for in vivo mapping of acetylcholinesterase Nucl. Med. Commun. 25 2004 591 596
18. C. Brown-Proctor, J.B. Blair, J.A. Bottoms, N. Buchheimer, S.E. Snyder, and E. Butch Synthesis and characterization of a novel fluorine-18 labeled inhibitor of acetylcholinesterase J. Label. Compd. Radiopharm. 46 2003 S162
19. 18F]fluorodexetimides J. Label. Compd. Radiopharm. 28 1990 1189 1199
20. 18F]GBR-13119 J. Label. Compd. Radiopharm. 27 1989 823 833
21. 123I]IBZM in rat brain Nucl. Med. Biol. 28 2001 383 389
22. 11C]SA4503: radiation dosimetry, in vivo selectivity and PET imaging of sigma1 receptors in the cat brain Ann. Nucl. Med. 14 2000 285 292
23. D.D. Dischino, M.J. Welch, M.R. Kilbourn, and M.E. Raichle Relationship between lipophilicity and brain extraction of C-11-labeled radiopharmaceuticals J. Nucl. Med. 24 1983 1030 1038
24. 4 Neuropsychopharmcology 7 1992 261 284
25. 1 receptor agonistic properties Behav. Brain Res. 83 1997 221 224
26. G. Paxinos, and C. Watson The rat brain in stereotaxic coordinates 2nd ed. 1986 Academic Press San Diego
27. J.L. Musachio, U. Scheffel, M. Stathis, H.T. Ravert, W.B. Mathews, and R.F. Dannals (+)-[C-11]-cis-N-Benzyl-normetazocine: a selective ligand for sigma receptors in vivo Life Sci. 55 1994 PL225 PL232
28. 18F] labeled benzamides: high affinity sigma receptor ligands for PET imaging Nucl. Med. Biol. 24 1997 333 340
29. S.Y. Ablordeppy, J.B. Fischer, and R.A. Glennon Is a nitrogen atom an important pharmacophoric element in sigma ligand binding? Bioorg. Med. Chem. 8 2000 2105 2111