메뉴 건너뛰기




Volumn 48, Issue 24, 2005, Pages 7867-7881

Synthesis and pharmacology of willardiine derivatives acting as antagonists of kainate receptors

Author keywords

[No Author keywords available]

Indexed keywords

1 (2 AMINO 2 CARBOXYETHYL) 3 (2 CARBOXYBENZYL) 5 IODOPYRIMIDINE 2,4 DIONE; 1 (2 AMINO 2 CARBOXYETHYL) 3 (2 CARBOXYBENZYL)PYRIMIDINE 2,4 DIONE; 1 (2 AMINO 2 CARBOXYETHYL) 3 (4 CARBOXYBENZYL)PYRIMIDINE 2,4 DIONE; 5 IODOWILLARDIINE; 6 (4 CARBOXYBENZYL) 1,2,3,4,4A,5,6,7,8,8A DECAHYDRO 3 ISOQUINOLINECARBOXYLIC ACID; 6 CYANO 7 NITRO 2,3 QUINOXALINEDIONE; 6 NITRO 7 SULFAMOYLBENZO[F]QUINOXALINE 2,3 DIONE; ALPHA AMINO 3 HYDROXY 5 METHYL 4 ISOXAZOLEPROPIONIC ACID; AMPA RECEPTOR; DECAHYDRO 6 [2 (1H TETRAZOL 5 YL)ETHYL] 3 ISOQUINOLINECARBOXYLIC ACID; GLUTAMIC ACID; KAINIC ACID; KAINIC ACID RECEPTOR; KAINIC ACID RECEPTOR ANTAGONIST; NATURAL PRODUCT; NS 3763; UNCLASSIFIED DRUG; WILLARDIINE;

EID: 28244465987     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm050584l     Document Type: Article
Times cited : (52)

References (73)
  • 1
    • 0025191432 scopus 로고
    • Structure-activity relationships in the development of excitatory amino acid receptor agonists and competitive antagonists
    • (a) Watkins, J. C.; Krogsgaard-Larsen, P.; Honoré, T. Structure-activity relationships in the development of excitatory amino acid receptor agonists and competitive antagonists. Trends Pharmacol. Sci. 1990, 11, 25-33.
    • (1990) Trends Pharmacol. Sci. , vol.11 , pp. 25-33
    • Watkins, J.C.1    Krogsgaard-Larsen, P.2    Honoré, T.3
  • 2
    • 0003165358 scopus 로고    scopus 로고
    • Antagonists acting at the NMDA receptor complex: Potential for therapeutic applications
    • Krogsgaard-Larsen, P., Egebjerg, J., Schousboe, A., Eds.; Taylor and Francis: London
    • (b) Jane, D. E. Antagonists acting at the NMDA receptor complex: potential for therapeutic applications. In Glutamate and GABA receptors and transporters; Krogsgaard-Larsen, P., Egebjerg, J., Schousboe, A., Eds.; Taylor and Francis: London, 2002; pp 69-98.
    • (2002) Glutamate and GABA Receptors and Transporters , pp. 69-98
    • Jane, D.E.1
  • 3
    • 0032834028 scopus 로고    scopus 로고
    • Pharmacological agents acting at subtypes of metabotropic glutamate receptors
    • (c) Schoepp, D. D.; Jane, D. E.; Monn, J. A. Pharmacological agents acting at subtypes of metabotropic glutamate receptors. Neuropharmacology 1999, 38, 1431-1476.
    • (1999) Neuropharmacology , vol.38 , pp. 1431-1476
    • Schoepp, D.D.1    Jane, D.E.2    Monn, J.A.3
  • 4
    • 0029990678 scopus 로고    scopus 로고
    • New developments in the molecular pharmacology of a-amino-3-hydroxy-5- methyl-4-isoxazolepropionate and kainate receptors
    • (a) Fletcher, E. J.; Lodge, D. New developments in the molecular pharmacology of a-amino-3-hydroxy-5-methyl-4-isoxazolepropionate and kainate receptors. Pharmacol. Ther. 1996, 70, 65-89.
    • (1996) Pharmacol. Ther. , vol.70 , pp. 65-89
    • Fletcher, E.J.1    Lodge, D.2
  • 5
    • 0032192550 scopus 로고    scopus 로고
    • Neuropharmacology of AMPA and kainate receptors
    • (b) Bleakman, D.; Lodge, D. Neuropharmacology of AMPA and kainate receptors. Neuropharmacology 1998, 37, 1187-1204.
    • (1998) Neuropharmacology , vol.37 , pp. 1187-1204
    • Bleakman, D.1    Lodge, D.2
  • 7
    • 0029240274 scopus 로고
    • Neurotransmitter receptors. 2. AMPA and kainate receptors
    • (a) Bettler, B.; Mulle, C. Neurotransmitter receptors. 2. AMPA and kainate receptors. Neuropharmacology 1995, 34, 123-139.
    • (1995) Neuropharmacology , vol.34 , pp. 123-139
    • Bettler, B.1    Mulle, C.2
  • 11
    • 0032191263 scopus 로고    scopus 로고
    • The GluR5 subtype of kainate receptor regulates excitatory synaptic transmission in areas CA1 and CA3 of the rat hippocampus
    • (b) Vignes, M.; Clarke, V. R.; Parry, M. J.; Bleakman, D.; Lodge, D.; Ornstein, P. L.; Collingridge, G. L. The GluR5 subtype of kainate receptor regulates excitatory synaptic transmission in areas CA1 and CA3 of the rat hippocampus. Neuropharmacology 1998, 37, 1269-1277.
    • (1998) Neuropharmacology , vol.37 , pp. 1269-1277
    • Vignes, M.1    Clarke, V.R.2    Parry, M.J.3    Bleakman, D.4    Lodge, D.5    Ornstein, P.L.6    Collingridge, G.L.7
  • 14
    • 0032191984 scopus 로고    scopus 로고
    • Decahydroisoquinolines: Novel competitive AMPA/kainate antagonists with neuroprotective effects in global cerebral ischaemia
    • (a) O'Neill, M. J.; Bond, A.; Ornstein, P. L.; Ward, M. A.; Hicks, C. A.; Hoo, K.; Bleakman, D.; Logde, D. Decahydroisoquinolines: novel competitive AMPA/kainate antagonists with neuroprotective effects in global cerebral ischaemia. Neuropharmacology 1998, 37, 1211-1222.
    • (1998) Neuropharmacology , vol.37 , pp. 1211-1222
    • O'Neill, M.J.1    Bond, A.2    Ornstein, P.L.3    Ward, M.A.4    Hicks, C.A.5    Hoo, K.6    Bleakman, D.7    Logde, D.8
  • 19
    • 11244334171 scopus 로고    scopus 로고
    • Bioisosteric Modifications of 2-arylureidobenzoic acids: Selective noncompetitive antagonists for the homomeric kainate receptor subtype GluR5
    • (b) Valgeirsson, J.; Nielsen, E. Ø.; Peters, D.; Kristensen, A. S.; Madsen, U. Bioisosteric Modifications of 2-arylureidobenzoic acids: selective noncompetitive antagonists for the homomeric kainate receptor subtype GluR5. J. Med. Chem. 2004, 47, 6948-6957.
    • (2004) J. Med. Chem. , vol.47 , pp. 6948-6957
    • Valgeirsson, J.1    Nielsen, E.Ø.2    Peters, D.3    Kristensen, A.S.4    Madsen, U.5
  • 20
    • 4244099381 scopus 로고
    • New willardiine analogs with potent stereoselective actions on mammalian spinal neurones
    • (a) Jane, D. E.; Pook, P. C.-K.; Sunter, D. C.; Udvarhelyi, P. M.; Watkins, J. C. New willardiine analogs with potent stereoselective actions on mammalian spinal neurones. Br. Pharmacol. 1991, 104, 333P.
    • (1991) Br. Pharmacol. , vol.104
    • Jane, D.E.1    Pook, P.C.-K.2    Sunter, D.C.3    Udvarhelyi, P.M.4    Watkins, J.C.5
  • 21
    • 0000196167 scopus 로고
    • Action of willardiine analogs on immature rat dorsal roots
    • (b) Blake, J. F.; Jane, D. E.; Watkins, J. C. Action of willardiine analogs on immature rat dorsal roots. Br. J. Pharmacol. 1991, 104, 334P.
    • (1991) Br. J. Pharmacol. , vol.104
    • Blake, J.F.1    Jane, D.E.2    Watkins, J.C.3
  • 22
    • 0026556811 scopus 로고
    • Activation and desensitization of AMPA/kainate receptors by novel derivatives of willardiine
    • (c) Patneau, D. K.; Mayer, M. L.; Jane, D. E.; Watkins, J. C. Activation and desensitization of AMPA/kainate receptors by novel derivatives of willardiine. J. Neurosci. 1992, 12, 595-606.
    • (1992) J. Neurosci. , vol.12 , pp. 595-606
    • Patneau, D.K.1    Mayer, M.L.2    Jane, D.E.3    Watkins, J.C.4
  • 23
    • 0028357664 scopus 로고
    • Willardiines differentiate agonist binding sites for kainate-versus AMPA-preferring glutamate receptors in DRG and hippocampal neurones
    • (d) Wong, L. A.; Mayer, M. L.; Jane, D. E.; Watkins, J. C. Willardiines differentiate agonist binding sites for kainate-versus AMPA-preferring glutamate receptors in DRG and hippocampal neurones. J. Neurosci. 1994,14, 3881-3897.
    • (1994) J. Neurosci. , vol.14 , pp. 3881-3897
    • Wong, L.A.1    Mayer, M.L.2    Jane, D.E.3    Watkins, J.C.4
  • 24
    • 0029014906 scopus 로고
    • Binding of the new radioligand (S)-[3H]-AMPA to rat-brain synaptic membranes-effects of a series of structural analogs of the non-NMDA receptor agonist willardiine
    • (e) Hawkins, L. M.; Beaver, K. M.; Jane, D. E.; Taylor, P. M.; Sunter, D. C.; Roberts, P. J. Binding of the new radioligand (S)-[3H]-AMPA to rat-brain synaptic membranes-effects of a series of structural analogs of the non-NMDA receptor agonist willardiine. Neuropharmacology 1995, 34, 405-410.
    • (1995) Neuropharmacology , vol.34 , pp. 405-410
    • Hawkins, L.M.1    Beaver, K.M.2    Jane, D.E.3    Taylor, P.M.4    Sunter, D.C.5    Roberts, P.J.6
  • 25
    • 0029090987 scopus 로고
    • Characterization of the pharmacology and regional distribution of (S)-[3H]-5-fluorowillardiine binding in rat brain
    • (f) Hawkins, L. M.; Beaver, K. M.; Jane, D. E.; Taylor, P. M.; Sunter, D. C.; Roberts, P. J. Characterization of the pharmacology and regional distribution of (S)-[3H]-5-fluorowillardiine binding in rat brain. Br. J. Pharmacol. 1995, 116, 2033-2039.
    • (1995) Br. J. Pharmacol. , vol.116 , pp. 2033-2039
    • Hawkins, L.M.1    Beaver, K.M.2    Jane, D.E.3    Taylor, P.M.4    Sunter, D.C.5    Roberts, P.J.6
  • 26
    • 9844229645 scopus 로고
    • The effect of 6-aza substitution on the affinity of willardiine derivatives for the AMPA receptor
    • (g) Hawkins, L. M.; Jane, D. E.; Roberts, P. J. The effect of 6-aza substitution on the affinity of willardiine derivatives for the AMPA receptor. Br. J. Pharmacol Proc. Suppl. 1995, 117, 332P.
    • (1995) Br. J. Pharmacol Proc. Suppl. , vol.117
    • Hawkins, L.M.1    Jane, D.E.2    Roberts, P.J.3
  • 27
    • 4244158560 scopus 로고
    • Depolarising effects of certain derivatives of (S)-willardiine upon in vitro neonatal rat dorsal roots
    • (h) Thompson, G. A.; Jane, D. E.; Watkins, J. C. Depolarising effects of certain derivatives of (S)-willardiine upon in vitro neonatal rat dorsal roots. Br. J. Pharmacol. Proc. Suppl. 1995, 117, 331P.
    • (1995) Br. J. Pharmacol. Proc. Suppl. , vol.117
    • Thompson, G.A.1    Jane, D.E.2    Watkins, J.C.3
  • 28
    • 0030693165 scopus 로고    scopus 로고
    • Synthesis of Willardiine and 6-Azawillardiine analogs: Pharmacological characterization on cloned homomeric human AMPA and kainate receptor subtypes
    • Jane, D. E.; Hoo, K.; Kamboj, R.; Deverill, M.; Bleakman, D.; Mandelzys, A. Synthesis of Willardiine and 6-Azawillardiine analogs: Pharmacological characterization on cloned homomeric human AMPA and kainate receptor subtypes. J. Med. Chem. 1997, 40, 3645-3650.
    • (1997) J. Med. Chem. , vol.40 , pp. 3645-3650
    • Jane, D.E.1    Hoo, K.2    Kamboj, R.3    Deverill, M.4    Bleakman, D.5    Mandelzys, A.6
  • 30
    • 0027296719 scopus 로고
    • (3SR,4aRS,6RS,8aRS)-6-[2(1HTetrazol-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(1HTetrazol-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
  • 31
    • 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
  • 32
    • 0029946631 scopus 로고    scopus 로고
    • Structure-activity studies of 6-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-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
  • 33
    • 0036898034 scopus 로고    scopus 로고
    • The novel antagonist 3-CBW discriminates between kainate receptors expressed on neonatal rat motoneurones and those on dorsal root C-fibres
    • (a) More, J. C. A.; Troop, H. M.; Jane, D. E. The novel antagonist 3-CBW discriminates between kainate receptors expressed on neonatal rat motoneurones and those on dorsal root C-fibres. Br. J. Pharmacol. 2002, 137, 1125-1133.
    • (2002) Br. J. Pharmacol. , vol.137 , pp. 1125-1133
    • More, J.C.A.1    Troop, H.M.2    Jane, D.E.3
  • 34
    • 0037362504 scopus 로고    scopus 로고
    • Structural requirements for novel willardiine derivatives acting as AMPA and kainate receptor antagonists
    • (b) More, J. C. A.; Troop, H. M.; Dolman, N. P.; Jane, D. E. Structural requirements for novel willardiine derivatives acting as AMPA and kainate receptor antagonists. Br. J. Pharmacol. 2003, 138, 1093-1100.
    • (2003) Br. J. Pharmacol. , vol.138 , pp. 1093-1100
    • More, J.C.A.1    Troop, H.M.2    Dolman, N.P.3    Jane, D.E.4
  • 36
    • 0003718464 scopus 로고
    • Action of alkali on 2,4-diethoxypyrimidine and the application of the reaction to a new synthesis of cytosine
    • Hilbert, G. E.; Jansen, E. F. Action of alkali on 2,4-diethoxypyrimidine and the application of the reaction to a new synthesis of cytosine. J. Am. Chem. Soc. 1935, 57, 552-554.
    • (1935) J. Am. Chem. Soc. , vol.57 , pp. 552-554
    • Hilbert, G.E.1    Jansen, E.F.2
  • 38
    • 0000242199 scopus 로고
    • Conversion of serine beta-lactones to chiral alpha amino acids by copper-containing organolithium and organomagnesium reagents
    • (a) Arnold, L. D.; Drover, J. C. G.; Vederas, J. C. Conversion of serine beta-lactones to chiral alpha amino acids by copper-containing organolithium and organomagnesium reagents. J. Am. Chem. Soc. 1987, 109, 4649-4659.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 4649-4659
    • Arnold, L.D.1    Drover, J.C.G.2    Vederas, J.C.3
  • 39
    • 0022354620 scopus 로고
    • Conversion of serine to stereochemically pure β-substituted α-amino acids via β-lactones
    • (b) Arnold, L. D.; Kalantar, T. H.; Vederas, J. C. Conversion of serine to stereochemically pure β-substituted α-amino acids via β-lactones. J. Am. Chem. Soc. 1985, 107, 7105-7109.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 7105-7109
    • Arnold, L.D.1    Kalantar, T.H.2    Vederas, J.C.3
  • 40
    • 15844424360 scopus 로고
    • Mechanism of formation of serine β-lactones by Mitsunobu cyclization: Synthesis and use of L-serine stereospecifically labelled with deuterium at C-3
    • (c) Ramer, S. E.; Moore, R. N.; Vederas, J. C. Mechanism of formation of serine β-lactones by Mitsunobu cyclization: synthesis and use of L-serine stereospecifically labelled with deuterium at C-3. Can. J. Chem. 1986, 64, 706-713.
    • (1986) Can. J. Chem. , vol.64 , pp. 706-713
    • Ramer, S.E.1    Moore, R.N.2    Vederas, J.C.3
  • 41
    • 0342782435 scopus 로고
    • Nucleic acid components and their analogues. CVII. Cyanoethylation of uracil and 2-thiouracil derivatives
    • Novacek, A.; Lissnerova, M. Nucleic acid components and their analogues. CVII. Cyanoethylation of uracil and 2-thiouracil derivatives. Collect. Czech. Chem. Commun. 1968, 33, 604-609.
    • (1968) Collect. Czech. Chem. Commun. , vol.33 , pp. 604-609
    • Novacek, A.1    Lissnerova, M.2
  • 42
    • 0000310421 scopus 로고
    • Nucleic acid related compounds. 38. Smooth and high yield iodination and chlorination at C-5 of uracil bases and p-tolyl-protected nucleosides
    • Robins, M. J.; Barr, P. J.; Giziewicz, J. Nucleic acid related compounds. 38. Smooth and high yield iodination and chlorination at C-5 of uracil bases and p-tolyl-protected nucleosides. J. Can. Chem. 1982, 60, 554-557.
    • (1982) J. Can. Chem. , vol.60 , pp. 554-557
    • Robins, M.J.1    Barr, P.J.2    Giziewicz, J.3
  • 43
    • 0022979956 scopus 로고
    • The primary afferent depolarizing action of kainate in the rat
    • Agrawal, S. G.; Evans, R. H. The primary afferent depolarizing action of kainate 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
  • 45
    • 0035870968 scopus 로고    scopus 로고
    • Functional diversity and developmental changes in rat neuronal kainate receptors
    • 532.2
    • (b) Wilding, T. J.; Huettner, J. E. Functional diversity and developmental changes in rat neuronal kainate receptors. J. Physiol. 2001, 532.2, 411-421.
    • (2001) J. Physiol. , pp. 411-421
    • Wilding, T.J.1    Huettner, J.E.2
  • 46
    • 0037107124 scopus 로고    scopus 로고
    • Kainate receptor subunits underlying presynaptic regulation of transmitter release in the dorsal horn
    • (c) Kerchner, G. A.; Wilding, T. J., Huettner, J. E.; Zhuo, M. Kainate receptor subunits underlying presynaptic regulation of transmitter release in the dorsal horn. J. Neurosci. 2002, 22, 8010-8017.
    • (2002) J. Neurosci. , vol.22 , pp. 8010-8017
    • Kerchner, G.A.1    Wilding, T.J.2    Huettner, J.E.3    Zhuo, M.4
  • 50
    • 0030777076 scopus 로고    scopus 로고
    • Identification of amino acid residues that control functional behavior in GluR5 and GluR6 kainate receptors
    • (b) Swanson, G. T., Gereau, R. W.; Green, T.; Heinemann, S. F. Identification of amino acid residues that control functional behavior in GluR5 and GluR6 kainate receptors. Neuron 1997, 19, 913-926.
    • (1997) Neuron , vol.19 , pp. 913-926
    • Swanson, G.T.1    Gereau, R.W.2    Green, T.3    Heinemann, S.F.4
  • 51
    • 0037448433 scopus 로고    scopus 로고
    • Competitive antagonism of AMPA receptors by ligands of different classes: Crystal structure of ATPO bound to the GluR2 ligand-binding core, in comparison with DNQX
    • Hogner, A.; Greenwood, J. R.; Liljefors, T.; Lunn, M.; Egebjerg, J.; Larsen, I. K., Gouaux, E.; Kastrup, J. S. Competitive antagonism of AMPA receptors by ligands of different classes: crystal structure of ATPO bound to the GluR2 ligand-binding core, in comparison with DNQX. J. Med. Chem. 2003, 46, 214-21.
    • (2003) J. Med. Chem. , vol.46 , pp. 214-221
    • Hogner, A.1    Greenwood, J.R.2    Liljefors, T.3    Lunn, M.4    Egebjerg, J.5    Larsen, I.K.6    Gouaux, E.7    Kastrup, J.S.8
  • 52
    • 0043033172 scopus 로고    scopus 로고
    • Structural basis for partial agonist action at ionotropic glutamate receptors
    • Jin, R.; Banke, T. G.; Mayer, M. L.; Traynelis, S. F.; Gouaux, E. Structural basis for partial agonist action at ionotropic glutamate receptors. Nat. Neurosci. 2003, 6, 803-810.
    • (2003) Nat. Neurosci. , vol.6 , pp. 803-810
    • Jin, R.1    Banke, T.G.2    Mayer, M.L.3    Traynelis, S.F.4    Gouaux, E.5
  • 53
    • 0029122303 scopus 로고
    • In vitro and in vivo antagonism of AMPA receptor activation by (3S,4aR,6R,8aR)-6-[2-(1-2H-tetrazole-5-yl)ethyl]decahydroisoquinoiline-3- carboxylic acid
    • Schoepp, D. D.; Lodge, D.; Bleakman, D.; Leander, J. D.; Tizzano, J. P.; Wright, R. A.; Palmer, A. J.; Salhoff, C. R.; Ornstein, P. L. In vitro and in vivo antagonism of AMPA receptor activation by (3S,4aR,6R,8aR)-6-[2-(1-2H- tetrazole-5-yl)ethyl]decahydroisoquinoiline-3-carboxylic acid. Neuropharmacology 1995, 34, 1159-1168.
    • (1995) Neuropharmacology , vol.34 , pp. 1159-1168
    • Schoepp, D.D.1    Lodge, D.2    Bleakman, D.3    Leander, J.D.4    Tizzano, J.P.5    Wright, R.A.6    Palmer, A.J.7    Salhoff, C.R.8    Ornstein, P.L.9
  • 54
    • 0029979667 scopus 로고    scopus 로고
    • Pharmacological discrimination of GluRS and GluR6 kainate receptor subtypes by (3S,4aR,6R,8aR)-6-[2-(1(2)H-tetrazole-5-yl)ethyl] decahydroisoquinoline-3-carboxylic acid
    • Bleakman, D.; Schoepp, D. D.; Ballyk, B.; Sharpe, E. F.; Bufton, H. R.; Thomas, K.; Ornstein, P. L.; Kamboj, R. K. Pharmacological discrimination of GluRS and GluR6 kainate receptor subtypes by (3S,4aR,6R,8aR)-6-[2-(1(2)H- tetrazole-5-yl)ethyl]decahydroisoquinoline-3-carboxylic acid. Mol. Pharmacol. 1996, 49, 581-585.
    • (1996) Mol. Pharmacol. , vol.49 , pp. 581-585
    • Bleakman, D.1    Schoepp, D.D.2    Ballyk, B.3    Sharpe, E.F.4    Bufton, H.R.5    Thomas, K.6    Ornstein, P.L.7    Kamboj, R.K.8
  • 55
    • 0030836752 scopus 로고    scopus 로고
    • Desensitization of kainate receptors by kainate, glutamate and diastereomers of 4-methylglutamate
    • (a) Jones, K. A.; Wilding, T. J.; Huettner, J. E.; Costa, A. M. Desensitization of kainate receptors by kainate, glutamate and diastereomers of 4-methylglutamate. Neuropharmacology 1997, 36, 853-863.
    • (1997) Neuropharmacology , vol.36 , pp. 853-863
    • Jones, K.A.1    Wilding, T.J.2    Huettner, J.E.3    Costa, A.M.4
  • 57
    • 0012000405 scopus 로고    scopus 로고
    • Pharmacological characterization of novel AMPA receptor ligands in rat brain
    • Jones, S. C.; Troop, H. M.; Jane, D. E.; Roberts, P. J. Pharmacological characterization of novel AMPA receptor ligands in rat brain. Br. J. Pharmacol. 2001, 134, 145P.
    • (2001) Br. J. Pharmacol. , vol.134
    • Jones, S.C.1    Troop, H.M.2    Jane, D.E.3    Roberts, P.J.4
  • 58
    • 0037431409 scopus 로고    scopus 로고
    • (S)-2-amino-3-(3-hydroxy-7,8-dihydro-6H-cyclohepta[d]isoxazol-4-yl) propionic Acid, a potent and selective agonist at the GluR5 subtype of ionotropic glutamate receptors. Synthesis, modeling, and molecular pharmacology
    • Brehm, L.; Greenwood, J. R.; Hansen, K. B.; Nielsen, B.; Egebjerg, J.; Stensbøl, T. B.; Bräuner-Osborne, H.; Sløk, F. A.; Kronborg, T. T. A.; Povl Krogsgaard-Larsen, P. (S)-2-Amino-3-(3-hydroxy-7,8-dihydro-6H- cyclohepta[d]isoxazol-4-yl)propionic Acid, a potent and selective agonist at the GluR5 subtype of ionotropic glutamate receptors. Synthesis, modeling, and molecular pharmacology. J. Med. Chem. 2003, 46, 1350-1358.
    • (2003) J. Med. Chem. , vol.46 , pp. 1350-1358
    • Brehm, L.1    Greenwood, J.R.2    Hansen, K.B.3    Nielsen, B.4    Egebjerg, J.5    Stensbøl, T.B.6    Bräuner-Osborne, H.7    Sløk, F.A.8    Kronborg, T.T.A.9    Povl Krogsgaard-Larsen, P.10
  • 59
    • 0031750767 scopus 로고    scopus 로고
    • Kainate receptors exhibit differential sensitivities to (S)-5-iodowillardiine
    • Swanson, G. T.; Green, T.; Heinemann, S. F. Kainate receptors exhibit differential sensitivities to (S)-5-iodowillardiine. Mol. Pharmacol. 1998, 53, 942-949.
    • (1998) Mol. Pharmacol. , vol.53 , pp. 942-949
    • Swanson, G.T.1    Green, T.2    Heinemann, S.F.3
  • 60
    • 37049145242 scopus 로고
    • Simple pyrimidines. Part II. 1:2-Dihydro-1-methylpyrimidines and the configuration of the N-methyluracils
    • Brown, D. J.; Hoerger, E.; Mason, S. F. Simple pyrimidines. Part II. 1:2-Dihydro-1-methylpyrimidines and the configuration of the N-methyluracils. J. Chem. Soc. 1955, 1, 211-217.
    • (1955) J. Chem. Soc. , vol.1 , pp. 211-217
    • Brown, D.J.1    Hoerger, E.2    Mason, S.F.3
  • 61
    • 0025300798 scopus 로고
    • A facile synthesis of 1-monosubstituted and unsymmetrically 1,3-disubstituted uracils
    • Singh, H.; Aggarwal, P.; Kumar, S. A facile synthesis of 1-monosubstituted and unsymmetrically 1,3-disubstituted uracils. Synthesis 1990, 520-522.
    • (1990) Synthesis , pp. 520-522
    • Singh, H.1    Aggarwal, P.2    Kumar, S.3
  • 62
    • 0000928920 scopus 로고
    • Synthesis of 5-halogeno-2-thiouracil and 6-methyl-5-halogeno-2-thiouracil derivatives
    • Barrett, H. W.; Goodman, I.; Dittmer, K. Synthesis of 5-halogeno-2-thiouracil and 6-methyl-5-halogeno-2-thiouracil derivatives. J. Am. Chem. Soc. 1948, 70, 1753-1756.
    • (1948) J. Am. Chem. Soc. , vol.70 , pp. 1753-1756
    • Barrett, H.W.1    Goodman, I.2    Dittmer, K.3
  • 63
    • 0343652592 scopus 로고
    • Pyrimidines. III. A novel rearrangement in the synthesis of imidazo-or pyrimido[1,2-c]pyrimidines
    • Ueda, T.; Fox, J. J. Pyrimidines. III. A novel rearrangement in the synthesis of imidazo-or pyrimido[1,2-c]pyrimidines. J. Org. Chem. 1964, 29, 1762-1769.
    • (1964) J. Org. Chem. , vol.29 , pp. 1762-1769
    • Ueda, T.1    Fox, J.J.2
  • 64
    • 0342782435 scopus 로고
    • Nucleic acid components and their analogues. CVII. Cyanoethylation of the uracil and 2-thiouracil derivatives
    • Novacek, A.; Lissnerova, M. Nucleic acid components and their analogues. CVII. Cyanoethylation of the uracil and 2-thiouracil derivatives. Collect. Czech. Chem. Commun. 1968, 33, 604-609.
    • (1968) Collect. Czech. Chem. Commun. , vol.33 , pp. 604-609
    • Novacek, A.1    Lissnerova, M.2
  • 65
    • 37049053162 scopus 로고
    • Purines, pyrimidines and glyoxalines. Part V. New syntheses of uracils and orotic acids
    • Atkinson, M. R.; Maguire, M. H.; Ralph, R. K.; Shaw, G.; Warrener, R. N. Purines, pyrimidines and glyoxalines. Part V. New syntheses of uracils and orotic acids. J. Chem. Soc. 1957, 2, 2363-2368.
    • (1957) J. Chem. Soc. , vol.2 , pp. 2363-2368
    • Atkinson, M.R.1    Maguire, M.H.2    Ralph, R.K.3    Shaw, G.4    Warrener, R.N.5
  • 66
    • 0020062045 scopus 로고
    • The effects of a series of ω-phosphonic α-carboxylic amino acids on electrically evoked and excitant amino acid-induced responses in isolated spinal cord preparations
    • Evans, R. H.; Francis, A. A.; Jones, A. W.; Smith, D. A. S.; Watkins, J. C. The effects of a series of ω-phosphonic α-carboxylic amino acids on electrically evoked and excitant amino acid-induced responses in isolated spinal cord preparations. Br. J. Pharmacol. 1982, 75, 65-75.
    • (1982) Br. J. Pharmacol. , vol.75 , pp. 65-75
    • Evans, R.H.1    Francis, A.A.2    Jones, A.W.3    Smith, D.A.S.4    Watkins, J.C.5
  • 68
  • 69
    • 0032801717 scopus 로고    scopus 로고
    • Pharmacological characterization of a GluR6 kainate receptor in cultured hippocampal neurons
    • Bleakman, D.; Ogden, A. M.; Ornstein, P. L.; Hoo, K. Pharmacological characterization of a GluR6 kainate receptor in cultured hippocampal neurons. Eur. J. Pharmacol. 1999, 378, 331-337.
    • (1999) Eur. J. Pharmacol. , vol.378 , pp. 331-337
    • Bleakman, D.1    Ogden, A.M.2    Ornstein, P.L.3    Hoo, K.4
  • 70
    • 0032192022 scopus 로고    scopus 로고
    • Activation and desensitization properties of native and recombinant kainate receptors
    • Paternain, A. V.; Rodriguez-Moreno, A.; Villarroel, A.; Lerma, J. Activation and desensitization properties of native and recombinant kainate receptors. Neuropharmacology 1998, 37, 1249-1259.
    • (1998) Neuropharmacology , vol.37 , pp. 1249-1259
    • Paternain, A.V.1    Rodriguez-Moreno, A.2    Villarroel, A.3    Lerma, J.4
  • 72
    • 1642296618 scopus 로고    scopus 로고
    • Pharmacological characterization of glutamatergic agonists and antagonists at recombinant human homomeric and heteromeric kainate receptors in vitro
    • Alt, A.; Weiss, B.; Ogden, A. M.; Knauss, J. L.; Oler, J.; Ho, K.; Large, T. H.; Bleakman, D. Pharmacological characterization of glutamatergic agonists and antagonists at recombinant human homomeric and heteromeric kainate receptors in vitro. Neuropharmacology 2005, 46, 793-806.
    • (2005) Neuropharmacology , vol.46 , pp. 793-806
    • Alt, A.1    Weiss, B.2    Ogden, A.M.3    Knauss, J.L.4    Oler, J.5    Ho, K.6    Large, T.H.7    Bleakman, D.8
  • 73
    • 0027529881 scopus 로고
    • A comparison of the actions of agonists and antagonists at non-NMDA receptors of C fibres and motoneurones of the immature rat spinal cord in vitro
    • Pook, P.; Brugger, F.; Hawkins, N. S.; Clark, K. C.; Watkins, J. C.; Evans, R. H. A comparison of the actions of agonists and antagonists at non-NMDA receptors of C fibres and motoneurones of the immature rat spinal cord in vitro. Br. J. Pharmacol. 1993, 108, 179-184.
    • (1993) Br. J. Pharmacol. , vol.108 , pp. 179-184
    • Pook, P.1    Brugger, F.2    Hawkins, N.S.3    Clark, K.C.4    Watkins, J.C.5    Evans, R.H.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.