Radiosynthesis and in vivo evaluation of N-[11C]methylated imidazopyridineacetamides as PET tracers for peripheral benzodiazepine receptors

Nuclear Medicine and Biology

Volumn 35, Issue 3, 2008, Pages 327-334

  Sekimata, Katsuhiko ^a   Hatano, Kentaro ^a   Ogawa, Mikako ^b   Abe, Junichiro ^a   Magata, Yasuhiro ^b   Biggio, Giovanni ^c   Serra, Mariangela ^c   Laquintana, Valentino ^d   Denora, Nunzio ^d   Latrofa, Andrea ^d   Trapani, Giuseppe ^d   Liso, Gaetano ^d   Ito, Kengo ^a  

^a NATIONAL CENTER FOR GERIATRICS AND GERONTOLOGY   (Japan)

^b HAMAMATSU UNIVERSITY SCHOOL OF MEDICINE   (Japan)

^c UNIVERSITY OF CAGLIARI   (Italy)

^d UNIVERSITY OF BARI   (Italy)

Author keywords

Alzheimer disease; Imidazopyridineacetamides; Neurodegenerative processes; Peripheral benzodiazepine receptor; Positron emission tomography; Radiosynthesis

Indexed keywords

ACETAMIDE DERIVATIVE; BENZODIAZEPINE RECEPTOR; CARBON 11; IMIDAZOPYRIDINE DERIVATIVE; METHYL IODIDE; N SEC BUTYL 1 (2 CHLOROPHENYL) N METHYL 3 ISOQUINOLINECARBOXAMIDE; N,N DIMETHYLFORMAMIDE; TRACER;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DRUG BINDING; DRUG DISTRIBUTION; DRUG METABOLISM; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG UPTAKE; IN VIVO STUDY; ISOTOPE LABELING; MALE; METHYLATION; MOUSE; NONHUMAN; ORGAN DISTRIBUTION; POSITRON EMISSION TOMOGRAPHY; RADIOACTIVITY;

ACETAMIDES; ANIMALS; BINDING, COMPETITIVE; BLOOD-BRAIN BARRIER; BRAIN; CARBON RADIOISOTOPES; HEART; IMIDAZOLES; ISOQUINOLINES; KIDNEY; LIVER; LUNG; MALE; METABOLIC CLEARANCE RATE; METHYLATION; MICE; MICE, INBRED STRAINS; POSITRON-EMISSION TOMOGRAPHY; PYRIDINES; RADIOLIGAND ASSAY; RADIOPHARMACEUTICALS; RECEPTORS, GABA-A; SPLEEN; TISSUE DISTRIBUTION;

EID: 40749090848     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2007.12.005     Document Type: Article

References (20)

1. Stollg G., and Jander S. The role of microglia and macrophages in the pathophysiolology of the CNS. Prog Neurobiol 58 (1999) 233-247
2. Banati R.B. Visualizing microglia activation in vivo. Glia 4 (2002) 206-217
3. Beurdeley-Thomas A., Miccoli L., Oudard S., Dutrillaux B., and Poupon M.F. The peripheral benzodiazepine receptors: a review. J Neuro-Oncol 46 (2000) 45-56
4. Gavish M., Bachman I., Shoukrun R., Katz Y., Veenman L., Weisinger G., et al. A Enigma of the peripheral benzidiazepine receptor. Pharmacol Rev 51 (1999) 629-650
5. Galiegue S., Tinel N., and Casellas P. The peripheral benzodiazepine receptor: promising therapeutic drug target. Curr Med Chem 10 (2003) 1563-1572
6. Veenman L., Leschiner S., Spanier G., Weisinger A., Weizman A., and Gravish G. PK11195 attenuates kainic acid-induced seizures and alterations in peripheral-type benzojdiazepine receptor (PBR) protein components in the rat brain. J Neurochem 80 (2002) 917-927
7. 11C]PK 11195 and comparison of their behaviours as radioligands for PK binding sites in rats. Nucl Med Biol 21 (1994) 573-581
8. Zhang M.R., Kida T., Noguchi J., Furutsuka K., Maeda J., Suhara T., et al. [(11)C]DAA1106: radiosynthesis and in vivo binding to peripheral benzodiazepine receptors in mouse brain. Nucl Med Biol 30 (2003) 513-519
9. Mattner F., Katsfis A., Staykova M., Ballantyne P., and Willenborg D.O. Evaluation of a radiolabelled peripheral benzodiazepine receptor ligand in the central nervous system inflammation of experimental autoimmune encephalomyelitis: a possible probe for imaging multiple sclerosis. Eur J Nucl Med Mol Imaging 32 (2005) 557-563
10. Trapani G., Laquintana V., Denora N., Trapani A., Lopedota A., Latrofa A., et al. Structure-activity relationships and effects on neuroactive steroid synthesis in a series of 2-phenylimidazo[1,2-a]pyridineacetamide peripheral benzodiazepine receptors ligands. J Med Chem 48 (2005) 292-305
11. Saji H., Iida Y., Nakatsuka I., Kataoka M., Ariyoshi K., Magata Y., et al. Radioiodinated 2¢-iododiazepam: a potential imaging agent for SPECT investigations of benzodiazepine receptors. J Nucl Med 34 (1993) 932-937
12. 3H]PK 11195, an isoquinoline carboxamide derivative: kinetic studies and autoradiographic localization. J Neurochem 41 (1983) 1744-1750
13. Benavides J., Capdeville C., Dauphin F., Dubois A., Duverger D., Fage D., et al. The quantification of brain lesions with an omega 3 site ligand: a critical analysis of animal models of cerebral ischaemia and neurodegeneration. Brain Res 522 (1990) 275-289
14. Gjedde A., Reith J., and Wong D.F. In schizophrenia, some dopamine D2-like receptors are still elevated. Psychiatry Res 67 (1996) 159-162
15. Lawson L.J., Perry V.H., Dri P., and Gordon G. Heterogeneity in the distribution and morphology of microglia in the normal adult mouse brain. Neurosci 39 (1990) 151-170
16. Anholt R.R.H., Murphy K.M.M., Mack G.E., and Snyder S.H. Peripheral benzodiazepine receptors in the central nervous system: localization to olfactory nerves. J Neurosci 4 (1984) 593-603
17. Chen M.K., Baidoo K., Verina T., and Guilarte T.R. Peripheral benzodiazepine receptor imaging in CNS demyelination: functional implications of anatomical and cellular localization. Brain 127 (2004) 1379-1392
18. Zhang M.R., Kumata K., Maeda J., Haradahira T., Noguchi J., Suhara T., et al. N-(5-Fluoro-2-phenoxyphenyl)-N-(2-[(131)I]iodo-5-methoxybenzyl)acetamide: a potent iodinated radioligand for the peripheral-type benzodiazepine receptor in brain. J Med Chem 50 (2007) 848-855
19. Gavish M., Bachman I., Shoukrun R., Katz Y., Veenman L., Weisinger G., et al. Enigma of the peripheral benzodiazepine receptor. Pharmacol Rev 51 (1999) 629-650
20. Kassiou M., Meikle S., and Banati R.B. Ligands for peripheral benzodiazepine binding sites in glial cells. Brain Res Rev 48 (2005) 207-210