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Volumn 48, Issue 13, 2005, Pages 4200-4203

Two prodrugs of potent and selective GluR5 kainate receptor antagonists actives in three animal models of pain

Author keywords

[No Author keywords available]

Indexed keywords

CAPSAICIN; CARRAGEENAN; FORMALDEHYDE; GLUTAMATE RECEPTOR 2; GLUTAMATE RECEPTOR 5; GLUTAMATE RECEPTOR 6; KAINIC ACID RECEPTOR; KAINIC ACID RECEPTOR ANTAGONIST; LY 457691; LY 458545; LY 467711; LY 525327; PRODRUG; UNCLASSIFIED DRUG;

EID: 21244432731     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0491952     Document Type: Article
Times cited : (36)

References (27)
  • 2
    • 0024829451 scopus 로고
    • Excitatory amino acid receptors in the vertebrate central nervous system
    • Collingridge, G. L.; Lester, R. A. J. Excitatory amino acid receptors in the vertebrate central nervous system. Pharmacol. Rev. 1989, 40, 143-210.
    • (1989) Pharmacol. Rev. , vol.40 , pp. 143-210
    • Collingridge, G.L.1    Lester, R.A.J.2
  • 3
    • 0032192550 scopus 로고    scopus 로고
    • Neuropharmacology of AMPA and KA receptors
    • (a) Bleakman, D.; Lodge, D. Neuropharmacology of AMPA and KA receptors. Neuropharmacology 1998, 37, 1187-1204.
    • (1998) Neuropharmacology , vol.37 , pp. 1187-1204
    • Bleakman, D.1    Lodge, D.2
  • 5
    • 0027234701 scopus 로고
    • The molecular biology of mammalian glutamate receptor channels
    • (c) Seeburg, P. H. The molecular biology of mammalian glutamate receptor channels. Trends Neurosci. 1993, 16, 359-365.
    • (1993) Trends Neurosci. , vol.16 , pp. 359-365
    • Seeburg, P.H.1
  • 6
    • 0022979956 scopus 로고
    • The primary afferent depolarizing action of KA in the rat
    • Agrawal, S. G.; Evans, R. H. The primary afferent depolarizing action of KA in the rat. Br. J. Pharmacol. 1986, 87, 345-355.
    • (1986) Br. J. Pharmacol. , vol.87 , pp. 345-355
    • Agrawal, S.G.1    Evans, R.H.2
  • 7
    • 0025040913 scopus 로고
    • Glutamate receptor channels in DRG neurons: Activation by KA and quisqualate and blockade of desensitization by concanavalin
    • (a) Huettner, J. E. Glutamate receptor channels in DRG neurons: activation by KA and quisqualate and blockade of desensitization by concanavalin. Neuron 1990, 5, 255-266.
    • (1990) Neuron , vol.5 , pp. 255-266
    • Huettner, J.E.1
  • 8
    • 0027715150 scopus 로고
    • Selective modulation of desensitization at AMPA versus KA receptors by cyclothiazide and concanavalin a
    • (b) Partin, K. M.; Patneau, D. K.; Winters, C. A.; Mayer, M. L.; Buonanno, A. Selective modulation of desensitization at AMPA versus KA receptors by cyclothiazide and concanavalin A. Neuron 1993, 11, 1069-1082.
    • (1993) Neuron , vol.11 , pp. 1069-1082
    • Partin, K.M.1    Patneau, D.K.2    Winters, C.A.3    Mayer, M.L.4    Buonanno, A.5
  • 9
    • 0033552931 scopus 로고    scopus 로고
    • Kainate-receptor-mediated sensory synaptic transmission in mammaliam spinal cord
    • (a) Li, P.; Wilding, T. J.; Kim, S. J.; Calejesan, A. A.; Huettner, J. E.; Zhuo, M. Kainate-receptor-mediated sensory synaptic transmission in mammaliam spinal cord. Nature 1999, 397, 161-164.
    • (1999) Nature , vol.397 , pp. 161-164
    • Li, P.1    Wilding, T.J.2    Kim, S.J.3    Calejesan, A.A.4    Huettner, J.E.5    Zhuo, M.6
  • 11
    • 0024544037 scopus 로고
    • Primary afferent depolarization in the rat spinal cord is mediated by pathways utilizing NMDA and non-NMDA receptors
    • (c) Evans, R. H.; Long, S. K. Primary afferent depolarization in the rat spinal cord is mediated by pathways utilizing NMDA and non-NMDA receptors. Neurosci. Lett. 1989, 100, 231-236.
    • (1989) Neurosci. Lett. , vol.100 , pp. 231-236
    • Evans, R.H.1    Long, S.K.2
  • 12
    • 0023180475 scopus 로고
    • A comparison of excitatory amino acid antagonists acting at primary afferent C fibers and motoneurons of the isolated spinal cord of the rat
    • (d) Evans, R. H.; Evans, S. J.; Pook, P. C.; Sunter, D. C. A comparison of excitatory amino acid antagonists acting at primary afferent C fibers and motoneurons of the isolated spinal cord of the rat. Br. J. Pharmacol. 1987, 91, 531-537.
    • (1987) Br. J. Pharmacol. , vol.91 , pp. 531-537
    • Evans, R.H.1    Evans, S.J.2    Pook, P.C.3    Sunter, D.C.4
  • 13
    • 0027296719 scopus 로고
    • (3SR,4aRS,6RS,8aRS)-6-[2(1H-Tetrazol-5-yl)ethyl]decahydroisoquinoline-3- carboxylic acid: A structurally novel, systemically active, competitive AMPA receptor antagonist
    • (a) Ornstein, P. L.; Arnold, M. B.; Augenstein, N. K.; Lodge, D.; Leander, J. D.; Schoepp, D. D. (3SR,4aRS,6RS,8aRS)-6-[2(1H-Tetrazol-5-yl)ethyl] decahydroisoquinoline-3-carboxylic acid: A structurally novel, systemically active, competitive AMPA receptor antagonist. J. Med. Chem. 1993, 36, 2046-2048.
    • (1993) J. Med. Chem. , vol.36 , pp. 2046-2048
    • Ornstein, P.L.1    Arnold, M.B.2    Augenstein, N.K.3    Lodge, D.4    Leander, J.D.5    Schoepp, D.D.6
  • 14
    • 0029946630 scopus 로고    scopus 로고
    • Structure-activity studies of 6-(tetrazolylalkyl)-substituted decahydroisoquinoline-3-carboxylic acid AMPA receptor antagonists. 1. Effects of stereochemistry, chain length, and chain substitution
    • (b) Ornstein, P. L.; Arnold, M. B.; Allen, N. K. Bleisch, T.; Borromeo, P. S.; Lugar, C. W.; Leander, J. D.; Lodge, D.; Schoepp, D. D. Structure-activity studies of 6-(tetrazolylalkyl)-substituted decahydroisoquinoline-3-carboxylic acid AMPA receptor antagonists. 1. Effects of stereochemistry, chain length, and chain substitution. J. Med. Chem. 1996, 39, 2219-2231.
    • (1996) J. Med. Chem. , vol.39 , pp. 2219-2231
    • Ornstein, P.L.1    Arnold, M.B.2    Allen, N.K.3    Bleisch, T.4    Borromeo, P.S.5    Lugar, C.W.6    Leander, J.D.7    Lodge, D.8    Schoepp, D.D.9
  • 15
    • 0029946631 scopus 로고    scopus 로고
    • Structure-activity studies of 6-(tetrazolylalkyl)-substituted decahydroisoquinoline-3-carboxylic acid AMPA receptor antagonists. 2. Effects of distal acid bioisosteric substitution, absolute stereochemical preferences, and in vivo activity
    • (c) Ornstein, P. L.; Arnold, M. B.; Allen, N. K.; Bleisch, T.; Borromeo, P. S.; Lugar, C. W.; Leander, J. D.; Lodge, D.; Schoepp, D. D. Structure-activity studies of 6-(tetrazolylalkyl)-substituted decahydroisoquinoline-3-carboxylic acid AMPA receptor antagonists. 2. Effects of distal acid bioisosteric substitution, absolute stereochemical preferences, and in vivo activity. J. Med. Chem. 1996, 39, 2232-2244.
    • (1996) J. Med. Chem. , vol.39 , pp. 2232-2244
    • Ornstein, P.L.1    Arnold, M.B.2    Allen, N.K.3    Bleisch, T.4    Borromeo, P.S.5    Lugar, C.W.6    Leander, J.D.7    Lodge, D.8    Schoepp, D.D.9
  • 17
    • 0033830023 scopus 로고    scopus 로고
    • Effects of the 2-amino-3-hydroxy-5-methyl-isoxazole-propionic acid/KA antagonist LY293558 on spontaneous and evoked postoperative pain
    • (b) Gilron, I.; Max, M. B.; Lee, G. Booher, S. L.; Sang, C. N.; Chappell, A. S.; Dionne, R. A. Effects of the 2-amino-3-hydroxy-5-methyl-isoxazole- propionic acid/KA antagonist LY293558 on spontaneous and evoked postoperative pain. Clin. Pharmacol. Ther. 2000, 68, 320-327.
    • (2000) Clin. Pharmacol. Ther. , vol.68 , pp. 320-327
    • Gilron, I.1    Max, M.B.2    Lee, G.3    Booher, S.L.4    Sang, C.N.5    Chappell, A.S.6    Dionne, R.A.7
  • 18
    • 0030962736 scopus 로고    scopus 로고
    • Structure-activity studies of aryl-spaced decahydroisoqmnoline-3- carboxylic acid AMPA receptor antagonists. Bioorg
    • Bleisch, T.; Ornstein, P. L.; Allen, N. K.; Wright, R. A.; Lodge, D.; Schoepp, D. D. Structure-activity studies of aryl-spaced decahydroisoqmnoline-3- carboxylic acid AMPA receptor antagonists. Bioorg. Med. Chem. Lett. 1997, 7, 1161-1166.
    • (1997) Med. Chem. Lett. , vol.7 , pp. 1161-1166
    • Bleisch, T.1    Ornstein, P.L.2    Allen, N.K.3    Wright, R.A.4    Lodge, D.5    Schoepp, D.D.6
  • 20
    • 0001304470 scopus 로고
    • Afferent C-fiber and A-delta activity in models of inflammation
    • Heapy, C. G.; Jamieson, A.; Russell, N. J. W. Afferent C-fiber and A-delta activity in models of inflammation. Br. J. Pharmacol. 1987, 90, 164P.
    • (1987) Br. J. Pharmacol. , vol.90
    • Heapy, C.G.1    Jamieson, A.2    Russell, N.J.W.3
  • 22
    • 0025741615 scopus 로고
    • Syntheses of 6-oxodecahydroquinoline-3-carboxylates. Useful intermediates for the preparation of conformationally defined excitatory amino acid antagonists
    • Ornstein, P. L.; Arnold, M. B.; Augenstein, N. K.; Paschal, J. W. Syntheses of 6-oxodecahydroquinoline-3-carboxylates. Useful intermediates for the preparation of conformationally defined excitatory amino acid antagonists. J. Org. Chem. 1991, 56, 4388-4392
    • (1991) J. Org. Chem. , vol.56 , pp. 4388-4392
    • Ornstein, P.L.1    Arnold, M.B.2    Augenstein, N.K.3    Paschal, J.W.4
  • 24
    • 21244500438 scopus 로고    scopus 로고
    • Patent WO 01/02367 A2, 2001 (on prodrugs).
    • Patent WO 01/02367 A2, 2001 (on prodrugs).
  • 26
    • 0025117827 scopus 로고
    • 2,3-Dihydroxy-6-nitro-7-sulfamoyl-benzo(F)quinoxaline: A neuroprotectant for cerebral ischemia
    • Sheardown, M. J.; Nielsen, E. Ø.; Hansen, A. J.; Jacobsen, P.; Honoré, T. 2,3-Dihydroxy-6-nitro-7-sulfamoyl-benzo(F)quinoxaline: a neuroprotectant for cerebral ischemia. Science 1990, 247, 571-574.
    • (1990) Science , vol.247 , pp. 571-574
    • Sheardown, M.J.1    Nielsen, E.Ø.2    Hansen, A.J.3    Jacobsen, P.4    Honoré, T.5
  • 27
    • 21244475487 scopus 로고    scopus 로고
    • note
    • For experimental methods, see Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.