18F-Labeled sufentanil for PET-imaging of μ-opioid receptors

Bioorganic and Medicinal Chemistry Letters

Volumn 15, Issue 7, 2005, Pages 1773-1777

  Henriksen, Gjermund ^a   Platzer, Stefan ^a   Hauser, Andrea ^a   Willoch, Frode ^b   Berthele, Achim ^a   Schwaiger, Markus ^a   Wester, Hans Jürgen ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b OSLO UNIVERSITY HOSPITAL   (Norway)

Author keywords

4 Anilidopiperidines; Fluorine 18; Opioid receptor imaging; Positron emission tomography; Sufentanil

Indexed keywords

FLUORINE 18; N [4 (METHOXYMETHYL) 1 [2 (2 THIENYL)ETHYL] 4 PIPERIDINYL] N PHENYL 2 FLUOROPROPANAMIDE F 18; OPIATE RECEPTOR; SUFENTANIL; TRACER; UNCLASSIFIED DRUG; DRUG DERIVATIVE; FLUORINE; MU OPIATE RECEPTOR; RADIOPHARMACEUTICAL AGENT;

ANIMAL TISSUE; ARTICLE; BRAIN REGION; COMPUTER ASSISTED EMISSION TOMOGRAPHY; DRUG DISTRIBUTION; DRUG UPTAKE; ELECTROENCEPHALOGRAM; MOUSE; NONHUMAN; QUANTITATIVE ANALYSIS; SYNTHESIS; ANIMAL; BRAIN; METABOLISM; METHODOLOGY; POSITRON EMISSION TOMOGRAPHY; SCINTISCANNING;

ANIMALS; BRAIN; FLUORINE RADIOISOTOPES; MICE; POSITRON-EMISSION TOMOGRAPHY; RADIOPHARMACEUTICALS; RECEPTORS, OPIOID, MU; SUFENTANIL;

EID: 15044364686     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2005.02.049     Document Type: Article

References (24)

1. B. Bencherif, P.N. Fuchs, R. Sheth, R.F. Dannals, J.N. Campbell, and J.J. Frost Pain 99 2002 589
2. J.K. Zubieta, Y.R. Smith, J.A. Bueller, Y. Xu, M.R. Kilbourn, D.M. Jewett, C.R. Meyer, R.A. Koeppe, and C.S. Stohler Science 293 2001 311
3. J. Zubieta, M.K. Greenwald, U. Lombardi, J.H. Woods, M.R. Kilbourn, D.M. Jewett, R.A. Koeppe, C.R. Schuster, and C.E. Johanson Neuropsychopharmacology 23 2000 326
4. M.K. Greenwald, C.E. Johanson, D.E. Moody, J.H. Woods, M.R. Kilbourn, R.A. Koeppe, C.R. Schuster, and J.K. Zubieta Neuropsychopharmacology 28 2003 2000
5. J.K. Zubieta, D.A. Gorelick, R. Stauffer, H.T. Ravert, R.F. Dannals, and J.J. Frost Nat. Med. 2 1996 1225
6. B. Bencherif, G.S. Wand, M.E. McCaul, Y.K. Kim, N. Ilgin, R.F. Dannals, and J.J. Frost Biol. Psych. 55 2004 255
7. J.K. Zubieta, T.A. Ketter, J.A. Bueller, Y. Xu, M.R. Kilbourn, E.A. Young, and R.A. Koeppe Arch. Gen. Psychiatry 60 2003 1145
8. J.J. Frost, H.S. Mayberg, R.S. Fisher, K.H. Douglass, R.F. Dannals, J.M. Links, A.A. Wilson, H.T. Ravert, A.E. Rosenbaum, and S.H. Snyder Ann. Neurol. 23 1988 231
9. H.S. Mayberg, B. Sadzot, C.C. Meltzer, R.S. Fisher, R.P. Lesser, R.F. Dannals, J.R. Lever, A.A. Wilson, H.T. Ravert, and H.N. Wagner Jr. Ann. Neurol. 30 1991 3
10. S.P. Hume, R.N. Gunn, and T. Jones Eur. J. Nucl. Med. 25 1998 173
11. G. Henriksen, S. Platzer, A. Hauser, M. Herz, H. Boecker, T.R. Toelle, M. Schwaiger, and H.-J. Wester Eur. J. Nucl. Med. 31 2004 S250 (abstract)
12. C. Cometta-Morini, P.A. Maguire, and G.H. Loew Mol. Pharmacol. 41 1992 185
13. H. Saji, D. Tsutsumi, Y. Magata, Y. Iida, J. Konishi, and A. Yokoyama Ann. Nucl. Med. 6 1992 63
14. 3I according to: R.F. Dannals, H.T. Ravert, J.J. Frost, A.A. Wilson, D.H. Burns, and H.N. Wagner Int. J. Appl. Radiat. Isot. 36 1985 303 The specific activity at the time of injection was 42.4 GBq/μmol
15. +)
16. 18F]fluoride, and the specific activity averaged 40.2 GBq/μmol at EOS
17. i-values were determined using human recombinant μ-opioid receptor, obtained from Euroscreen, Gosselies, Belgium, using the method described by G.A. Brine, P.A. Stark, and Y. Liu J. Med. Chem. 38 1995 1547
18. 18F-ligand in question (17 kBq/ml) for 1 h at ambient temperature in 50 mM Tris-HCl buffer (pH 7.4) without or in the presence of 1.5 μM sufentanil (for blocking of μ) or 10 μM naloxon (for blocking of μ, δ, and κ). The sections were washed twice in 50 mM Tris-HCl for 3 min and then in water for 3 min prior to exposing the sections to Kodak Biomax MR autoradiography film (Kodak, Rochester, NY) for 6 h
19. M. Brodsky, K. Elliott, A. Hynansky, S. Jenab, and C.E. Inturrisi Neuroreport 6 1995 725
20. K. Raynor, H. Kong, Y. Chen, K. Yasuda, L. Yu, G.I. Bell, and T. Reisine Mol. Pharm. 45 1994 330
21. 18F]4. The mice were sacrificed by cervical dislocation and the various brain regions were dissected. The radioactivity of weighed tissue samples was measured in a γ-counter
22. 18F]4 = 5.8)
23. 18F]4 (>37 GBq/μmol) contained in 0.1-0.15 mL of isotonic saline solution. The mice were sacrificed at 40 min post-injection and their brains were dissected, snap-frozen in liquid nitrogen, and homogenized, followed by addition of 1 mL of isotonic saline. The mixture was vigorously vortexed and 0.5 mL of MeCN was added. After centrifugation for 5 min at 6.000g the supernatant was collected. Samples from the extract and the tissue were counted using a γ well-counter to determine the extraction efficiency (>95% was extracted). The extract was spiked with authentic 4 and analyzed by reverse-phase HPLC using methods described above for the analysis of radioactivity distribution in plasma
24. J.G. Li, R.B. Raffa, P. Cheung, T.B. Tzeng, and L.Y. Liu-Chen Eur. J. Pharmacol. 354 1998 227