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Volumn 26, Issue 2, 1999, Pages 165-173

Synthesis and in vivo studies of [C-11]N-methylepibatidine: Comparison of the stereoisomers

Author keywords

Biodistribution; N methyl epibatidine; Nicotinic receptor; Positron emission tomography

Indexed keywords

EPIBATIDINE; METHYLEPIBATIDINE; NICOTINIC RECEPTOR; TRACER; UNCLASSIFIED DRUG;

EID: 0033023885     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0969-8051(98)00084-5     Document Type: Article
Times cited : (30)

References (34)
  • 1
    • 0028230727 scopus 로고
    • Epibatidine, a potent analgetic and nicotinic agonist
    • Badio B., Daly J.W. Epibatidine, a potent analgetic and nicotinic agonist. Mol. Pharmacol. 45:1994;563-569.
    • (1994) Mol. Pharmacol. , vol.45 , pp. 563-569
    • Badio, B.1    Daly, J.W.2
  • 2
    • 0001679612 scopus 로고
    • Epibatidine: Discovery and definition as a potent analgesic and nicotinic agonist
    • Badio B., Garraffo M.H., Spande T.F., Daly J.W. Epibatidine Discovery and definition as a potent analgesic and nicotinic agonist . Med. Chem. Res. 4:1994;440-448.
    • (1994) Med. Chem. Res. , vol.4 , pp. 440-448
    • Badio, B.1    Garraffo, M.H.2    Spande, T.F.3    Daly, J.W.4
  • 3
    • 0028846006 scopus 로고
    • Antinociceptive effects of the alkaloid epibatidine: Further studies on involvement of nicotinic receptors
    • Badio B., Shi D., Garraffo H.M., Daly J.W. Antinociceptive effects of the alkaloid epibatidine Further studies on involvement of nicotinic receptors . Drug Dev. Res. 36:1995;46-59.
    • (1995) Drug Dev. Res. , vol.36 , pp. 46-59
    • Badio, B.1    Shi, D.2    Garraffo, H.M.3    Daly, J.W.4
  • 4
    • 0028979585 scopus 로고
    • Human alpha 7 nicotinic acetylcholine receptor responses to novel ligands
    • Briggs C.A., McKenna D.G., Piattoni Kaplan M. Human alpha 7 nicotinic acetylcholine receptor responses to novel ligands. Neuropharmacology. 34:1995;583-590.
    • (1995) Neuropharmacology , vol.34 , pp. 583-590
    • Briggs, C.A.1    McKenna, D.G.2    Piattoni Kaplan, M.3
  • 5
    • 0025780198 scopus 로고
    • Beneficial aspects of nicotine administered prior to a delayed matching-to sample task in young and aged monkeys
    • Buccafusco J.J., Jackson W.J. Beneficial aspects of nicotine administered prior to a delayed matching-to sample task in young and aged monkeys. Neurobiol. Aging. 12:1991;233-238.
    • (1991) Neurobiol. Aging , vol.12 , pp. 233-238
    • Buccafusco, J.J.1    Jackson, W.J.2
  • 6
    • 0027373899 scopus 로고
    • A total synthesis of (±)-epibatidine
    • Clayton S.C., Regan A.C. A total synthesis of (±)-epibatidine. Tetrahedron Lett. 34:1993;7493-7496.
    • (1993) Tetrahedron Lett , vol.34 , pp. 7493-7496
    • Clayton, S.C.1    Regan, A.C.2
  • 8
    • 0000205033 scopus 로고
    • Analgesic activity of epibatidine and its enantiomers in a chemical model of pain in mice
    • Damaj M., Imad I., Tucker S.M., Aceto M.D., Martin B.R. Analgesic activity of epibatidine and its enantiomers in a chemical model of pain in mice. Med. Chem. Res. 4:1994;483-492.
    • (1994) Med. Chem. Res. , vol.4 , pp. 483-492
    • Damaj, M.1    Imad, I.2    Tucker, S.M.3    Aceto, M.D.4    Martin, B.R.5
  • 9
    • 0013656413 scopus 로고    scopus 로고
    • Tolerance to the antinociceptive effect of epibatidine after acute and chronic administration in mice
    • Damaj M.I., Martin B.R. Tolerance to the antinociceptive effect of epibatidine after acute and chronic administration in mice. Eur. J. Pharmacol. 300:1996;51-57.
    • (1996) Eur. J. Pharmacol. , vol.300 , pp. 51-57
    • Damaj, M.I.1    Martin, B.R.2
  • 10
    • 0026503635 scopus 로고
    • Effects of nicotine on spatial memory deficits in rats with septal lesions
    • Decker M.W., Majchrzak M.J., Anderson D.J. Effects of nicotine on spatial memory deficits in rats with septal lesions. Brain Res. 572:1992;281-285.
    • (1992) Brain Res , vol.572 , pp. 281-285
    • Decker, M.W.1    Majchrzak, M.J.2    Anderson, D.J.3
  • 11
    • 84987014178 scopus 로고
    • The epibatidine competition: Synthetic work on a novel natural analgetic
    • Dehmlow E.V. The epibatidine competition Synthetic work on a novel natural analgetic . J. Prakt. Chem./Chem.-Ztg. 337:1995;167-174.
    • (1995) J. Prakt. Chem./Chem.-Ztg. , vol.337 , pp. 167-174
    • Dehmlow, E.V.1
  • 13
    • 0030821834 scopus 로고    scopus 로고
    • Synthesis of [F-18]norchlorofluoroepibatidine and its N-methyl derivative: New PET ligands for mapping nicotinic acetylcholine receptors
    • Ding Y.S., Liang F., Fowler J.S., Kuhar M.J., Carroll F.I. Synthesis of [F-18]norchlorofluoroepibatidine and its N-methyl derivative New PET ligands for mapping nicotinic acetylcholine receptors . J. Labelled Compd. Radiopharm. 39:1997;827-832.
    • (1997) J. Labelled Compd. Radiopharm. , vol.39 , pp. 827-832
    • Ding, Y.S.1    Liang, F.2    Fowler, J.S.3    Kuhar, M.J.4    Carroll, F.I.5
  • 16
    • 0029880960 scopus 로고    scopus 로고
    • Synthesis of a radiotracer for studying nicotinic acetylcholine receptors: (+) Exo 2 (2 [F 18]fluoro 5 pyridyl) 7 azabicyclo[2.2.1]heptane
    • Horti A., Ravert H.T., London E.D., Dannals R.F. Synthesis of a radiotracer for studying nicotinic acetylcholine receptors (+) Exo 2 (2 [F 18]fluoro 5 pyridyl) 7 azabicyclo[2.2.1]heptane . J. Labelled Compd. Radiopharm. 38:1996;355-365.
    • (1996) J. Labelled Compd. Radiopharm. , vol.38 , pp. 355-365
    • Horti, A.1    Ravert, H.T.2    London, E.D.3    Dannals, R.F.4
  • 18
    • 0030011258 scopus 로고    scopus 로고
    • The emerging three-dimensional structure of a receptor. The nicotinic acetylcholine receptor
    • Hucho F., Tsetlin V.I., Machold J. The emerging three-dimensional structure of a receptor. The nicotinic acetylcholine receptor. Eur. J. Biochem. 239:1996;539-557.
    • (1996) Eur. J. Biochem. , vol.239 , pp. 539-557
    • Hucho, F.1    Tsetlin, V.I.2    Machold, J.3
  • 19
    • 0030954216 scopus 로고    scopus 로고
    • Synthesis of 3-[(1-[C-11]Methyl-2(S)-pyrrolidinyl)methoxy]pyridine and 3-[(1-[C-11]methyl-2(R)-pyrrolidinyl)methoxy]pyridine: Radioligands for in vivo studies of neuronal nicotinic acetylcholine receptors
    • Kassiou M., Ravert H.T., Mathews W.B., Musachio J.L., London E.D., Dannals R.F. Synthesis of 3-[(1-[C-11]Methyl-2(S)-pyrrolidinyl)methoxy]pyridine and 3-[(1-[C-11]methyl-2(R)-pyrrolidinyl)methoxy]pyridine Radioligands for in vivo studies of neuronal nicotinic acetylcholine receptors . J. Labelled Compd. Radiopharm. 39:1997;425-431.
    • (1997) J. Labelled Compd. Radiopharm. , vol.39 , pp. 425-431
    • Kassiou, M.1    Ravert, H.T.2    Mathews, W.B.3    Musachio, J.L.4    London, E.D.5    Dannals, R.F.6
  • 20
    • 0031079411 scopus 로고    scopus 로고
    • Synthesis of [C-11]iodomethane by iodination of [C-11]methane
    • Larsen P., Ulin J., Dahlstrøm K., Jensen J. Synthesis of [C-11]iodomethane by iodination of [C-11]methane. Appl. Radiat. Isot. 48:1997;153-157.
    • (1997) Appl. Radiat. Isot. , vol.48 , pp. 153-157
    • Larsen, P.1    Ulin, J.2    Dahlstrøm, K.3    Jensen, J.4
  • 21
    • 0026649175 scopus 로고
    • Nicotinic systems and cognitive function
    • Levin E. Nicotinic systems and cognitive function. Psychopharmacology. 108:1992;417-421.
    • (1992) Psychopharmacology , vol.108 , pp. 417-421
    • Levin, E.1
  • 22
    • 0344328244 scopus 로고
    • Development of nicotinic agonists for the treatment of Alzheimer's disease
    • (Edited by Giacobini E. and Becker R.). Birkhäuser, Boston
    • Lipiello P. M. and Caldwell W. S. (1994) Development of nicotinic agonists for the treatment of Alzheimer's disease. In: Advances in Alzheimer Disease Therapy (Edited by Giacobini E. and Becker R.). Birkhäuser, Boston.
    • (1994) In: Advances in Alzheimer Disease Therapy
    • Lipiello, P.M.1    Caldwell, W.S.2
  • 23
    • 0004267374 scopus 로고    scopus 로고
    • [Br-76]-BrPH: A radiobrominated analog of epibatidine for studies of nicotinic acetylcholine receptors using PET. XIIth International Symposium on Radiopharmaceutical Chemistry, Uppsala, Sweden
    • Loc'h C., Kassiou M., Musachio J. L., Coulon C., Ottaviani M., Bottlaender M., London E. D., Dannals R. F. and Maziere B. (1997) [Br-76]-BrPH: A radiobrominated analog of epibatidine for studies of nicotinic acetylcholine receptors using PET. XIIth International Symposium on Radiopharmaceutical Chemistry, Uppsala, Sweden; J. Labelled Compd. Radiopharm. 40, 519-521.
    • (1997) J. Labelled Compd. Radiopharm. , vol.40 , pp. 519-521
    • Loc'h, C.1    Kassiou, M.2    Musachio, J.L.3    Coulon, C.4    Ottaviani, M.5    Bottlaender, M.6    London, E.D.7    Dannals, R.F.8    Maziere, B.9
  • 25
    • 0022930972 scopus 로고
    • 3H-acetylcholine binding sites in the frontal cortex of Alzheimer brains
    • 3H-acetylcholine binding sites in the frontal cortex of Alzheimer brains. Neurosci. Lett. 72:1986;115-119.
    • (1986) Neurosci. Lett. , vol.72 , pp. 115-119
    • Nordberg, A.1    Winblad, B.2
  • 26
    • 0002992886 scopus 로고
    • [C-11]N-methyl- and [F-18]fluoroethylepibatidine: Ligands for the neuronal nicotinic receptor [Abstract]
    • Patt J.T., Westera G., Buck A., Fletcher S.R., Schubiger P.A. [C-11]N-methyl- and [F-18]fluoroethylepibatidine Ligands for the neuronal nicotinic receptor [Abstract] . J. Labelled Compd. Radiopharm. 37:1995;355.
    • (1995) J. Labelled Compd. Radiopharm. , vol.37 , pp. 355
    • Patt, J.T.1    Westera, G.2    Buck, A.3    Fletcher, S.R.4    Schubiger, P.A.5
  • 28
    • 0026551490 scopus 로고
    • Epibatidine: A novel (chloropyridyl)azabicycloheptane with potent analgesic activity from an Ecuadorian poison frog
    • Spande T.F., Garraffo H.M., Edwards M.W., Yeh H.J.C., Pannell L., Daly J.W. Epibatidine A novel (chloropyridyl)azabicycloheptane with potent analgesic activity from an Ecuadorian poison frog . J. Am. Chem. Soc. 114:1992;3475-3478.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 3475-3478
    • Spande, T.F.1    Garraffo, H.M.2    Edwards, M.W.3    Yeh, H.J.C.4    Pannell, L.5    Daly, J.W.6
  • 29
    • 0029921513 scopus 로고    scopus 로고
    • Epibatidine: Pharmacological properties of a novel nicotinic acetylcholine receptor agonist and analgesic agent
    • Sullivan J.P., Bannon A.W. Epibatidine Pharmacological properties of a novel nicotinic acetylcholine receptor agonist and analgesic agent . CNS Drug Rev. 2:1996;21-39.
    • (1996) CNS Drug Rev , vol.2 , pp. 21-39
    • Sullivan, J.P.1    Bannon, A.W.2
  • 32
    • 0028293376 scopus 로고
    • Resolution of synthetic (+)- and (-)-epibatidine by chiral high performance liquid chromatography and identification of the natural enantiomer
    • Watt A.P., Verrier H.M., Connor D.O. Resolution of synthetic (+)- and (-)-epibatidine by chiral high performance liquid chromatography and identification of the natural enantiomer. J. Liq. Chromatogr. 17:1994;1257-1264.
    • (1994) J. Liq. Chromatogr. , vol.17 , pp. 1257-1264
    • Watt, A.P.1    Verrier, H.M.2    Connor, D.O.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.