Radioligands for PET studies of central benzodiazepine receptors and PK (peripheral benzodiazepine) binding sites—current status

Nuclear Medicine and Biology - Tập 20 - Trang 503-525 - 1993
V.W. Pike1, C. Halldin2, C. Crouzel3, L. Barré4, D.J. Nutt5, S. Osman1, F. Shah1, D.R. Turton1, S.L. Waters1
1MRC Cyclotron Unit, Hammersmith Hospital, Ducane Road, London W12 OHS, England
2Department of Psychiatry and Psychology, Karolinska Hospital, S-104 01 Stockholm, Sweden
3Service Hospitalier Frédéric Joliot, DRIPP, Commissariat à l'Energie Atomique, Hopital d'Orsay, 91406 Orsay, France
4CEA;DSV/DPTE; CYCERON 14021, Caen, France
5Psychopharmacology Unit, School of Medical Sciences, University Walk, Bristol BS8 1TD, England

Tài liệu tham khảo

Abadie, 1992, Central benzodiazepine receptors in human brain: estimation of regional Bmax and KD values with positron emission tomography, Eur. J. Pharmacol., 213, 107, 10.1016/0014-2999(92)90239-Z Anholt, 1985, Peripheral type benzodiazepine receptors: autoradiographic localization in whole-body sections of neonatal rats, J. Pharmacol. Exp. Ther., 233, 517 Anholt, 1986, The peripheral-type benzodiazepine receptor: localisation to the mitochondrial outer membrane, J. Biol. Chem., 261, 576, 10.1016/S0021-9258(17)36131-8 Arbilla, 1985, Pharmacological profile of the imidazopyridine zolpidem at benzodiazepine receptors and electrocorticogram in rats, Naunyn-Schmiedeberg's Arch. Pharmacol., 330, 248, 10.1007/BF00572441 Ariens, 1986, Chirality in bioactive agents and its pitfalls, TiPs, 200 Autkiewicz-Michaluk, 1988, Purification and characterisation of a protein associated with peripheral-type benzodiazepine binding sites, J. Biol. Chem., 263, 17317, 10.1016/S0021-9258(19)77838-7 Awad, 1987, Binding of [3H]Ro 5-4864 and [3H]PK 11195 to cerebral cortex and peripheral tissues of various species: species differences and heterogeneity in peripheral benzodiazepine binding sites, J. Neurochem., 49, 1407, 10.1111/j.1471-4159.1987.tb01007.x Banks, 1989, Synthesis of carbon-11 alprazolam. A benzodiazepine receptor agonist, J. Labelled Cmpd. Radiopharm., 26, 69, 10.1002/jlcr.2580260129 Banks, 1990, Radiosynthesis of a 11C-labelled benzodiazepine receptor agonist: 1-[11C]alprazolam, Appl. Radiat. Isot., 41, 719, 10.1016/0883-2889(90)90018-C Banks, 1991, Investigations of the in vivo stability and the biodistribution of alprazolam a benzodiazepine receptor agonist, J. Labelled Cmpd. Radiopharm., 30, 235 Barbaccia, 1990, DBI (diazepam binding inhibitor): the precursor of a family of endogenous modulators of GABAA receptor function. History, perspectives and clinical implications, Neurochem. Res., 15, 161, 10.1007/BF00972206 Barré, 1991, A comparison of methods for the separation of [11C]Ro 15-1788 (flumazenil) from its metabolites in the blood of rabbits, baboons and humans, Appl. Radiat. Isot., 42, 435, 10.1016/0883-2889(91)90102-7 Beer, 1990, In vitro and in vivo evaluation of iodine-123-Ro 16-0154: a new imaging agent for SPECT investigations of benzodiazepine receptors, J. Nucl. Med., 31, 1007 Bénavidès, 1983, Peripheral-type benzodiazepine binding sites in rat adrenals: binding studies with [3H]PK 11195 and autoradiographic localization, Arch. Int. Pharmacodyn., 266, 38 Bénavidès, 1983, Labelling of ‘peripheral-type’ benzodiazepine binding sites in the rat brain using [3H]PK 11195, an isoquinoline carboxamide derivative: kinetic studies and autoradiographic localisation, J. Neurochem., 41, 1744, 10.1111/j.1471-4159.1983.tb00888.x Bénavidés, 1987, Peripheral type benzodiazepine binding sites are a sensitive indirect index of neuronal damage, Brain Res., 421, 167, 10.1016/0006-8993(87)91287-X Bénavidés, 1988, Imaging of human brain lesion with an ω3 site radioligand, Ann. Neurol., 24, 708, 10.1002/ana.410240603 Benke, 1991, Identification and immunohistochemical mapping of GABAA receptor subtypes containing the δ-subunit in rat brain, FEBS Lett., 283, 145, 10.1016/0014-5793(91)80573-L Bergström, 1986, Peripheral benzodiazepine binding sites in human gliomas evaluated with positron emission tomography, Acta Radiologica (Scand.) (Suppl.), 369, 409 Beyer, 1988, Photoaffinity labelling and partial purification of the mitochondrial benzodiazepine receptor, FASEB J., 2, A619 Black, 1989, Imaging of brain tumors using peripheral benzodiazepine receptor ligands, J. Neurosurg., 71, 113, 10.3171/jns.1989.71.1.0113 Bonetti, 1984, An azido analogue of the benzodiazepine antagonist Ro 15-1788 (Ro 15-4513) behaves as a partial inverse benzodiazepine agonist, Neurosci. Lett., 18, 30 Bonetti, 1985, The partial inverse benzodiazepine agonist Ro 15-4513 antagonizes acute ethanol effects in mice and rats, Br. J. Pharmacol., 86, 463 Bonetti, 1989, Ro 15-4513: partial inverse antagonism at BZR and interaction with ethanol, Pharmacol. Biochem. Behav., 31, 733, 10.1016/0091-3057(88)90259-6 Bottlaender, 1992, In vivo interaction of triazolam with central type benzodiazepine receptors in baboons: a PET study, J. Nucl. Med., 33, 973 Boullais, 1985, Synthesis of 11C-suriclone, J. Labelled Cmpd. Radiopharm., 22, 1081, 10.1002/jlcr.2580221011 Braestrup, 1977, Specific benzodiazepine receptors in rat brain characterized by high affinity [3H]diazepam binding, 74, 3805 Brouillet, 1991, The in vivo bidirectional modulatory effect of benzodiazepine receptor ligands on GABAergic transmission has been evaluated by positron emission tomography in non-human primates, Brain Res., 557, 167, 10.1016/0006-8993(91)90131-E Brouillet, 1991, Quantitative evaluation of benzodiazepine receptors in live Papio papio baboons using positron emission tomography, Mol. Pharmacol., 38, 445 Buchstaller, 1991, Identification of α1α2 and α3 subunit isoforms of the GABAAbenzodiazepine receptor in the rat brain, Neurosci. Lett., 129, 237, 10.1016/0304-3940(91)90470-E Burt, 1991, GABAA receptor subtypes: from pharmacology to molecular biology, FASEB J., 5, 2916, 10.1096/fasebj.5.14.1661244 Camsonne, 1984, Synthesis of N-(11C) methyl, N-(methyl-1 propyl), chloro-2 phenyl)-1 isoquinoline carboxamide-3 (PK 11195): a new ligand for peripheral benzodiazepine receptors, J. Labelled Cmpd. Radiopharm., 21, 985, 10.1002/jlcr.2580211012 Casalotti, 1986, Separate subunits for agonist and benzodiazepine binding in the γ-aminobutyric acidA receptor oligomer, J. Biol. Chem., 261, 15013, 10.1016/S0021-9258(18)66821-8 Charbonneau, 1986, Peripheral type benzodiazepine receptors in the living heart characterised by positron emission tomography, Circulation, 73, 476, 10.1161/01.CIR.73.3.476 Ciliax, 1987, In vivo imaging of rat C-6 gliomas by [125I]-iodinated benzodiazepine and isoquinolines, Soc. Neurosci. Abstr., 13, 264 Clark, 1990, Readily adaptable process control system for 11C-methylations, Acta Radiologica Suppl., 376, 114 Comar, 1979, Visualisation of 11C-flunitrazepam displacement in the brain of the live baboon, Nature, 280, 329, 10.1038/280329a0 Comar, 1981, The kinetics and displacement of [11C]flunitrazepam in the brain of living baboon, Eur. J. Pharmacol., 75, 21, 10.1016/0014-2999(81)90340-X Costa, 1991, Diazepam binding inhibitor (DBI): a peptide with multiple biological actions, Life Sci., 49, 325, 10.1016/0024-3205(91)90440-M Cremer, 1992, The distribution of radioactivity in brains of rats given N-methyl-11C)PK 11195 in vivo after induction of a acortical ischaemic lesion, Nucl. Med. Biol., 19, 159 Crouzel, 1987, Recommendations for a practical production of 11C-Methyl iodide, Appl. Radiat Isot., 38, 601, 10.1016/0883-2889(87)90123-7 Cutting, 1991, Cloning of the γ-aminobutyric acid (GABA) ρ, cDNA: a GABA receptor subunit highly expressed in the retina, 88, 2673 Debruyne, 1991, Plasma pharmacokinetics and metabolism of the benzodiazepine antagonist [11C]Ro 15 1788 (flumazenil) in baboon and human during positron emission tomography studies, Eur. Drug. Metabol. Pharmacol., 16, 141, 10.1007/BF03189951 Deng, 1986, [3H]Muscimol photolabels the γ-aminobutyric acid receptor binding site on a peptide subunit distinct from that labelled with benzodiazepines, Biochem. Biophys. Res Commun., 138, 1308, 10.1016/S0006-291X(86)80425-9 Dobbs, 1991, The routine synthesis of carbon11 alprazolam utilizing carbon-11 acetyl chloride as a synthetic intermediate, J. Labelled Cmpd. Radiopharm., 30, 230 Doble, 1992, Multiple benzodiazepine receptors: no reason for anxiety, TiPS, 13, 76 Doble, 1987, Photoaffinity labelling of peripheral-type benzodiazepine binding sites, Mol. Pharmacol., 31, 42 Doble, 1987, Labelling of peripheral-type benzodiazepine binding sites in human brain with 3H)PK 11195: anatomical and subcellular distribution, Brain Res. Bull., 18, 49, 10.1016/0361-9230(87)90033-5 Dubroeucq, 1982 Dubroeucq, 1986, Stereoselective inhibition of the binding of [3H]PK 11195 to peripheral benzodiazepine binding sites by a quinolinepropranamide derivative, Eur. J. Pharmacol., 128, 269, 10.1016/0014-2999(86)90776-4 Duelfer, 1991, The labelling of 2-oxo-quazepam with electrophilic 18F, J. Labelled Cmpd. Radiopharm., 29, 1223, 10.1002/jlcr.2580291107 Duggan, 1990, Biochemical evidence for the existence of γ-aminobutyrateA receptor iso-oligomers, J. Biol. Chem., 265, 3831, 10.1016/S0021-9258(19)39669-3 Eckelman, 1982, Receptor specific radiopharmaceuticals, 263 Eckelman, 1990 Ehrin, 1984, Preparation and preliminary positron emission tomography studies of 11C-Ro 15-1788, a selective benzodiazepine receptor antagonist, Acta Pharm. Suec., 21, 183 Fadda, 1987, Protection against ethanol mortality in rats by the imidazobenzodiazepine Ro 15-4513, Eur. J. Pharmacol., 136, 265, 10.1016/0014-2999(87)90725-4 Fowler, 1986, 391 Frey, 1991, Parametric in vivo imaging of benzodiazepine receptor distribution in human brain, Ann. Neurol., 30, 663, 10.1002/ana.410300506 Frost, 1986, Imaging neuronal biochemistry by emission computed tomography: focus on neuroreceptors, TiPS, 490 Frost, 1986, Imaging benzodiazepine receptors in man with [11C]suriclone by positron emission tomography, Eur. J. Pharmacol., 122, 381, 10.1016/0014-2999(86)90422-X Fuchs, 1989, Evidence for the existence of several different alpha- and beta- subunits of the GABA/benzodiazepine receptor complex from rat brain, Neurosci. Lett., 97, 329, 10.1016/0304-3940(89)90619-8 Fuchs, 1988, Various proteins from rat brain, specifically and irreversibly labeled by [3H]flunitrazepam, are distinct a subunits of the GABAA benzodiazepine receptor complex, Neurosci. Lett., 90, 314, 10.1016/0304-3940(88)90208-X Gibson, 1979, Radiotracer localization by receptor-ligand interactions, Vol. II, 17 Gildersleeve, 1989, Synthesis of a high specific activity [125I]-labeled analog of PK 11195, potential agent for SPECT imaging of the peripheral benzodiazepine binding site, Nucl. Med. Biol., 16, 423 Grafton, 1989, Labeling of rat C-6 glioma implants with 3-[18F]fluorodiazepam and [3H]diazepam: in vitro tissue homogenate and in vivo autoradiographic results, J. Cerebr. Blood Flow Metab., 9, S18 Halldin, 1988, 11C-Labelling of Ro 15-1788 in two different positions, and also 11C-labelling of its main metabolite Ro 15-3890, for PET studies of benzodiazepine receptors, Appl. Radiat. Isot., 39, 993, 10.1016/0883-2889(88)90044-5 Halldin, 1991, Determination of 11C)SCH 23390 and its radioactive metabolites in plasma by HPLC, Eur. J. Nucl. Med., 18, 526 Halldin, 1992, [11C]Ro 15-4513, a ligand for visualization of benzodiazepine receptor binding. Preparation, autoradiography and positron emission tomography, Psychopharmacology, 108, 16, 10.1007/BF02245279 Hantraye, 1984, Central type benzodiazepine binding sites: a positron emission tomography study in the baboon's brain, Neurosci. Lett., 48, 115, 10.1016/0304-3940(84)90005-3 Hantraye, 1989, Anatomical behavioural and positron emission tomography studies of unilateral excitotoxin lesions of the baboon caudate-putamen as a primate model of Huntington's disease, 183 Hashimoto, 1989, Synthesis and evaluation of 11C-PK 11195 for in vivo study of peripheral-type benzodiazepine receptors using positron emission tomography, Ann. Nucl. Med., 3, 63, 10.1007/BF03164587 Hoffman, 1987, Effect of an imidazobenzodiazepine, Ro 15-4513, on the incoordination and hypothermia produced by ethanol and pentobarbital, Life Sci., 41, 611, 10.1016/0024-3205(87)90415-2 Hunkeler, 1981, Selective antagonists of benzodiazepines, Nature, 290, 514, 10.1038/290514a0 Ishiwata, 1988, Synthesis and biodistribution of [11C]fludiazepam for imaging benzodiazepine receptors, Nucl. Med. Biol., 15, 365 Jensen, 1984, Evaluation of the β-carboline ZK 93, 426 as a benzodiazepine receptor antagonist, Psychopharmacology, 83, 249, 10.1007/BF00464789 Jewett, 1991, Captive solvent methods for fast, simple carbon-11 radio-alkylations Johnström, 1989, Synthesis of the benzodiazepine-1 antagonist [18F]-2-oxoquazepam, J. Labelled Cmpd. Radiopharm., 26, 334, 10.1002/jlcr.25802601144 Johnström, 1991, Labelling of 1,4-benzodiazepine-2-ones, with [18F]fluoride Junck, 1989, PET imaging of human gliomas with ligands for the peripheral benzodiazepine binding site, Ann. Neurol., 26, 752, 10.1002/ana.410260611 Junck, 1990, PET imaging of cerebral infarcts using a ligand for the peripheral benzodiazepine binding site, Neurology, 40, 265 Junck, 1991, Brain tumour imaging with (11CJPK 11195, a ligand for the peripheral benzodiazepine binding site, J. Cerebr. Blood Flow Metab., 11, S594 Katzenellenbogen, 1982, In vivo and in vitro steroid receptor assays in the design of estrogen radiopharmaceuticals Kilbourn, 1990, Fluorine-18 labelling of radiopharmaceuticals Kirkness, 1988, Antibodies directed against a nonapeptide sequence of the γ-aminobutyrate (GABA)/benzodiazepine receptor α-subunit, Biochem. J., 256, 291, 10.1042/bj2560291 Klepner, 1979, Resolution of two biochemically and pharmacologically distinct benzodiazepine receptors, Pharmacol. Biochem. Behaviour, 11, 457, 10.1016/0091-3057(79)90125-4 Langer, 1988, Imidazopyridines as a tool for the characterization of benzodiazepine receptors: a proposal for a pharmacological classification as omega receptor subtypes, Pharmacol. Biochem. Behaviour, 29, 763, 10.1016/0091-3057(88)90202-X Långström, 1986, The synthesis of [1-11C]-labelled ethyl, propyl, butyl and isobutyl iodides and examples of alkylation reactions, Appl. Radiat. Isot., 37, 1141, 10.1016/0883-2889(86)90140-1 Långström, 1987, Synthesis of l-and d-[methyl-11C]methionine, J. Nucl. Med., 28, 1037 Le Bars, 1987, The preparation of a carbon-11 labelled neurohormone—[11C]melatonin, Appl. Radiat. Isot., 38, 1073, 10.1016/0883-2889(87)90073-6 Le Breton, 1993, Radiosynthesis and baboon PET experiments of [11C]triazolam, J. Labelled Cmpd. Radiopharm., 32, 525 Le Fur, 1983, Peripheral benzodiazepine binding sites: effect of PK 11195 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide. I. In vitro studies, Life Sci., 32, 1839, 10.1016/0024-3205(83)90062-0 Le Fur, 1983, Differentiation between two ligands for peripheral benzodiazepine binding sites. [3H]Ro 5 4864 and [3H]PK 11195, by thermodynamic studies, Life Sci., 33, 449, 10.1016/0024-3205(83)90794-4 Litton, 1991, Positron emission tomography of benzodiazepine receptor binding in alcoholics—equilibrium quantification, J. Cerebr. Blood Flow Metab., 11, 617 Loc'h, 1990, C-11 Flumazenil metabolism: analysis of unchanged ligand in baboon plasma, J. Nucl. Med., 31, 897 Loc'h, 1991, [11C]-Flumazenil metabolites: measurements of unchanged ligand in plasma using thin layer chromatography and rapid liquid chromatography, J. Labelled Cmpd. Radiopharm., 30, 234 Lüddens, 1991, Function and pharmacology of multiple GABAA receptor subunits, TiPs, 12, 49 Lüddens, 1992, More than one ALPHA variant may exist in a GABAA/benzodiazepine receptor complex, J. Receptor Res., 11, 535, 10.3109/10799899109066426 Lüddens, 1990, Cerebellar GABAA receptor selective for a behavioural alcohol antagonist, Nature, 346, 648, 10.1038/346648a0 Luthra, 1990, Preparation of NCA [1-11C]acid chlorides as labelling agents, Appl. Radiat. Isot., 41, 471, 10.1016/0883-2889(90)90007-4 Luthra, 1991, The radiosynthesis of [18F]PK 14105 as an alternative radioligand for peripheral benzodiazepine binding sites, J. Labelled Cmpd. Radiopharm., 30, 228 Luthra, 1993, An automated system based on solid phase extraction and HPLC for the routine determination in plasma of unchanged [11C]-l-deprenyl; [11C]-diprenorphine; [11C]flumazenil; [11C]raclopride; and [11C]Scherring 23390, J. Labelled Cmpd. Radiopharm., 32, 518 Luxen, 1985, F-18 labeled 3-fluorodiazepam, J. Nucl. Med., 26, P38 Luxen, 1987, Electrophilic and nucleophilic approaches to the synthesis of 3-fluorodiazepam, J. Fluorine Chem., 36, 83, 10.1016/S0022-1139(00)82056-4 Malmieni, 1989, Diazepam-insensitive [3H]Ro 15-4513 binding in intact cultured cerebellar granule cells, Eur. J. Pharmacol., 169, 53, 10.1016/0014-2999(89)90816-9 Maziére, 1980, High specific activity carbon-11 labelling of benzodiazepines: diazepam and flunitrazepam, J. Radioanal. Chem., 56, 229, 10.1007/BF02516955 Mazière, 1983, 11C-Ro 15-1788 et 11C-flunitrazepam, deux coordinats pour l'etude par tomographie par positrons des sites de liaison des benzodiazepines, C. R. Acad. Sci. III Paris, 296, 871 Mazière, 1984, Synthesis of ethyl 8-fluoro-5,6-dihydro-5-[11C]methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate [Ro 15.1788-11C]: a specific radioligand for the in vivo study of central benzodiazepine receptors by positron emission tomography, Int. J. Appl. Radiat. Isot., 35, 973, 10.1016/0020-708X(84)90215-1 McEnery, 1989, Resolution and identification of the putative subunits of the peripheral benzodiazepine receptor of rat kidney mitochondria, Neurosci. Abstr., 15, 642 Moerlein, 1990, N-ω-[F-18]Fluoroalkylated flumazenil: potential agents for mapping cerebral benzodiazepine receptors with PET, J. Nucl. Med., 31, 902 Moerlein, 1992, Fluorine-18 labeled ligands for benzodiazepine receptor studies with PET, J. Nucl. Med., 33, 883 Moerlein, 1993, Synthesis and evaluation of fluorine-18 labeled benzodiazepine antagonists as PET tracers, J. Labelled Cmpd. Radiopharm., 32, 316 Myers, 1991, Macrophage and astrocytre populations in relation to 3H)PK 11195 binding in rat cerebral cortex following a local ischaemic lesion, J. Cerebr. Blood Flow Metab., 11, 314, 10.1038/jcbfm.1991.64 Nutt, 1988, Benzodiazepine receptor ligands, Neurotransmissions, 4 Nutt, 1990, Selective ligands for benzodiazepine receptors, recent developments, Curr. Aspects Neurosci., 2, 259, 10.1007/978-1-349-11922-6_9 Nutt, 1982, Unusual interactions of benzodiazepine receptor antagonists, Nature, 295, 436, 10.1038/295436a0 Osman S. et al. (1992) Unpublished results. Pappata, 1991, PET study of carbon-11-PK 11195 binding to peripheral type benzodiazepine sites in glioblastoma: a case report, J. Nucl. Med., 32, 1608 Pappata, 1991, Binding of [11C]-PK11195 in human glioblastoma: displacement PET studies, J. Cerebr. Blood Flow Metab., 11, S593 Pappata, 1991, Total and specific binding in vivo binding of [11C]-PK11195 in human glioblastoma, J. Nucl. Med., 32, 1078 Pascali, 1990, The radiosynthesis of [18F]PK 14105 as an alternative radioligand for peripheral type benzodiazepine binding sites, Appl. Radiat. Isot., 41, 477, 10.1016/0883-2889(90)90008-5 Pauli, 1992, PET analysis of alcohol interaction with the brain disposition of [11C]flumazenil, Psychopharmacology, 107, 180, 10.1007/BF02245135 Persson A. and Halldin C. (1992) Unpublished results. Persson, 1985, Imaging of 11C-labelled Ro 15-1788 binding to benzodiazepine receptors in the human brain by positron emission tomography, J. Psychiat. Res., 19, 609, 10.1016/0022-3956(85)90080-9 Persson, 1989, Saturation analysis of specific 11C Ro 15-1788 binding to the human neocortex using positron emission tomography, Hum. Psychopharmacol., 4, 21, 10.1002/hup.470040105 Persson, 1989, Cerebral uptake of specific 11C-Ro 15-1788 and its acid metabolite 11C-Ro 15-3890; PET study in healthy volunteers, Hum. Psychopharmacol., 4, 215, 10.1002/hup.470040307 Petit-Taboué, 1991, Brain kinetics and specific binding of [11C]PK 11195 to ω3 sites in baboons; positron emission tomographic study, Eur. J. Pharmacol., 200, 347, 10.1016/0014-2999(91)90594-G Pieri, 1988, Ro-19-4603: a benzodiazepine receptor partial inverse agonist with prolonged proconvulsant action in rodents, Br. J. Pharmaacol., 95, 477 Pike, 1990, Organic synthesis with short-lived positron-emitting radiosotopes, 1 Pike, 1990, Labelled agents for PET studies of the dopaminergic system—some quality assurance methods, experience and issues, Appl. Radiat. Isot., 41, 483, 10.1016/0883-2889(90)90009-6 Polc, 1982, A three-state model of the benzodiazepine receptor explains the interactions between the benzodiazepine antagonist Ro 15, 1788, benzodiazepine tranquilizers β-carbolines, and phenobarbitone, Naunyn-Schmiedeberg's Arch. Pharmacol., 321, 260, 10.1007/BF00498510 Price, 1989, PK 11195 and PK 14105: possible PET ligands to identify areas of neuronal damage, J. Cerebr. Bl. Flow Metab., 9, S17 Price, 1990, In vivo binding to peripheral benzodiazepine binding sites in lesioned rat brain: comparison between [3H]PK 11195 and [18F]PK 14105 as markers for neuronal damage, J. Neurochem., 55, 175, 10.1111/j.1471-4159.1990.tb08836.x Pritchett, 1990, Gamma-aminobutyric acid A receptor alpha 5-subunit creates novel type II benzodiazepine receptor pharmacology, J. Neurochem., 54, 1802, 10.1111/j.1471-4159.1990.tb01237.x Pritchett, 1991, γ-Aminobutyric acid type A receptor point mutation increases the affinity of compounds for the benzodiazepine site, 88, 1421 Pritchett, 1989, Importance of a novel GABAA receptor subunit for benzodiazepine pharmacology, Nature, 338, 582, 10.1038/338582a0 Pritchett, 1989, Type 1 and type 2 GABAA-benzodiazepine receptors produced in transfected cells, Science, 245, 1389, 10.1126/science.2551039 Rall, 1990, Hypnotics and sedatives; ethanol, 345 Romer, 1982, An opioid benzodiazepine, Nature, 298, 759, 10.1038/298759a0 Sadzot, 1989, In vivo labeling of central benzodiazepine receptors with the partial inverse agonist [3H]Ro 15-4513, Brain Res., 491, 128, 10.1016/0006-8993(89)90094-2 Samson, 1985, Kinetics and displacement of 11C-Ro 15-1788, a benzodiazepine antagonist, studied in human brain in vivo by positron emission tomography, Eur. J. Pharmacol., 110, 247, 10.1016/0014-2999(85)90218-3 Samson, 1987, Cerebral uptake of benzodiazepine measured by positron emisson tomography in hepatic encephalopathy, New Engl. J. Med., 316, 414, 10.1056/NEJM198702123160716 Sangameswaran, 1985, Demonstration of benzodiazepine-like molecules in the mammalian brain with a monoclonal antibody to benzodiazepines, 82, 5560 Savic, 1988, In vivo demonstration of reduced benzodiazepine receptor binding in human epileptic foci, Lancet, 16, 863, 10.1016/S0140-6736(88)92468-3 Schoemaker, 1981, Specific high affinity saturable binding of [3H]Ro5-4864 to benzodiazepine binding sites in the rat cerebral cortex, Eur. J. Pharmacol., 71, 173, 10.1016/0014-2999(81)90405-2 Schoemaker, 1982, [3H]Ro5-864 benzodiazepine binding in the kainate lesioned striatum and Huntington's diseased basal ganglia, Brain Res., 248, 396, 10.1016/0006-8993(82)90602-3 Scholl, 1982, A potential benzodiazepine receptor binding radiopharmaceutical for positron emission tomography: [75Br]-7-bromo-1,3-dihydro-5(2′-fluoro-phenyl)-1-methyl-2H-1,4-benzodiazepine-2-one ([75Br]-BFB), J. Labelled Cmpd. Radiopharm., 19, 1294 Sedvall, 1991, PET scanning as a tool in clinical psychopharmacology, Triangle, 30, 11 Sedvall, 1986, Imaging of neurotransmitter receptors in the living brain, Arch. Gen. Psychiatry, 43, 995, 10.1001/archpsyc.1986.01800100089012 Seeburg, 1990, The GABAA receptor family molecular and functional diversity, Cold Spring Harbor Symp. Quant. Biol., 60, 29, 10.1101/SQB.1990.055.01.006 Sequier, 1988, Mapping of brain areas containing RNA homologous to cDNAs encoding the α and β subunits of the rat GABAA gamma-aminobutyrate receptor, 85, 7815 Shah, 1993, Syntheses of homochiral 11C-labelled radioligands for peripheral benzodiazepine receptors, J. Labelled Cmpd. Radiopharm., 32, 166 Shinotoh, 1986, Visualization of specific binding sites of benzodiazepine in human brain, J. Nucl. Med., 27, 1593 Shinotoh, 1989, Detection of benzodiazepine receptor occupancy in the human brain by positron emission tomography, Psychopharmacology, 99, 202, 10.1007/BF00442808 Shiue, 1987, Syntheses of no-carrier-added (NCA) [18F]fluoroalkyl halides and their application in the syntheses of [18F]fluroralkyl derivatives of neurotransmitter receptor active compounds, J. Labelled Cmpd. Radiopharm., 24, 55, 10.1002/jlcr.2580240108 Shivers, 1989, Two novel GABAA receptor subunits exist in distinct neuronal subpopulations, Neuron, 3, 327, 10.1016/0896-6273(89)90257-2 Sieghart, 1980, Molecular heterogeneity of benzodiazepine receptors, Nature, 284, 558 Sieghart, 1984, Affinity of various ligands for benzodiazepine receptors in rat cerebellum and hippocampus, Biochem. Pharmacol., 33, 4033, 10.1016/0006-2952(84)90017-0 Sieghart, 1987, Photoaffinity labelling of benzodiazepine receptor proteins with the partial inverse agonist [3H]Ro 15-4513; a biochemical and autoradiographic study, J. Neurochem., 48, 46, 10.1111/j.1471-4159.1987.tb13125.x Simonyi, 1986, Chirality of bioactive agents in protein binding storage and transport processes, TiPS, 112 Skowronski, 1988, Photoaffinity labelling of peripheral-type benzodiazepine receptors in rat kidney mitochondria with [3H]PK 14105, Eur J. Pharmacol., 148, 182, 10.1016/0014-2999(88)90563-8 Snyder, 1990, Molecular mechanisms of peripheral benzodiazepine receptors, Neurochem. Res., 15, 119, 10.1007/BF00972201 Starosta-Rubinstein, 1987, Imaging of a glioma using peripheral benzodiazepine receptor ligands, 84, 891 Stöckin, 1992, Tracers for metabolic imaging of brain and heart, Radiochemistry and radiopharmacology, Eur. J. Nucl. Med., 19, 527 Stephenson, 1989, Identification of the α3-subunit in the GABAA receptor purified from bovine brain, FEBS Lett., 243, 358, 10.1016/0014-5793(89)80161-9 Suzuki, 1985, Computer-controlled large scale production of high specific activity 11CRO 15-1788 for PET studies of benzodiazepine receptors, Int. J. Appl. Radiat. Isot., 36, 971, 10.1016/0020-708X(85)90258-3 Swahn, 1990, Metabolism of the benzodiazepine antagonist 11C-Ro 15 1788 after intravenous administration in man, Hum. Psychopharmacol., 4, 297, 10.1002/hup.470040410 Swahn, 1990, Ligand metabolites in plasma during PET-studies with the 11C-labelled dopamine antagonists, raclopride, SCH 23390, and N-methylspiroperidol, Hum. Psychopharmacol., 7, 97, 10.1002/hup.470070204 Syapin, 1979, Characterization of benzodiazepine binding sites in cultured cells of neuronal origin, J. Neurochem., 32, 1047, 10.1111/j.1471-4159.1979.tb04592.x Teng, 1990, The utility of 1-[18F]fluoro-3-iodopropane for the synthesis of certain dopamine D-l and benzodiazepine receptor radioligands, Nucl. Med. Biol., 17, 811 Testa, 1986, Chiral aspects of drug metabolism, TiPS, 60 Trifiletti, 1986, Molecular identification of peripheral type benzodiazepine receptors, Neurosci. Abstr., 12, 666 Turton, 1984, Preparation of a potential marker for glia cells, (N-methyl-11C)Ro 5 4864, J. Labelled Cmpd. Radiopharm., 21, 1209 Van Dort, 1988, Radioiodinated benzodiazepines: agents for mapping glial tumours, J. Med. Chem., 31, 2081, 10.1021/jm00119a005 Vera-Ruiz, 1990, 17, 445 Verhoeff, 1991, Pharmacological implications for neuroreceptor imaging, Eur J. Nucl. Med., 18, 482, 10.1007/BF00181287 Verma, 1989, Peripheral type benzodiazepine receptors, Ann. Rev. Pharmacol. Toxicol., 29, 307, 10.1146/annurev.pa.29.040189.001515 Wagner, 1986, Quantitative imaging of neuroreceptors in the living human brain, 16, 51 Walle, 1986, Pharmacokinetic parameters obtained with racemates, TiPS, 155 Watkins, 1988, A captive solvent method for rapid N-[11C]methylation of secondary amides: application to the benzodiazepine, 4′-chlorodiazepam (RO5-4864), Appl. Radiat. Isot., 39, 441, 10.1016/0883-2889(88)90077-9 Watkins, 1989, [11C]-Methanol as a direct labelling agent: application to 3-methoxydiazepines, J. Labelled Cmpd. Radiopharm., 26, 80, 10.1002/jlcr.2580260135 Weiller, 1991, The evolution of peripheral-type benzodiazepine binding sites in human brain lesions: sequential monitoring with [11C]PK 11195 and positron emission tomography, 4, 18 Westera, 1993, The production of 11C-iomazenil, J. Labelled Cmpd. Radiopharm., 32, 169 Wisden, 1992, The distribution of 13 GABA A receptor subunit mRNAs in the rat brain. Telencephalon, diencephalon, mesencephalon, J. Neurosci., 12, 1040, 10.1523/JNEUROSCI.12-03-01040.1992 Yamasaki, 1986, Benzodiazepine receptor study in the elderly using PET and clinical application of a new tracer, C-11-α-methyl-N-methyl benzylamine, 265 Ymer, 1990, Structural and functional characterisation of the γ1 subunit of GABAA/benzodiazepine receptors, EMBO J., 9, 3261, 10.1002/j.1460-2075.1990.tb07525.x