New analogues of ACPD with selective activity for group II metabotropic glutamate receptors

European Journal of Pharmacology

Volumn 332, Issue 3, 1997, Pages 327-331

  Bräuner Osborne, Hans ^a   Madsen, Ulf ^a   Mikiciuk Olasik, Elzbieta ^b   Curry, Ken ^c  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

^b LODZ UNIVERSITY OF TECHNOLOGY   (Poland)

^c Precision Biochemicals Inc   (Canada)

Author keywords

(1,3) homo ACPD (1 amino 1 carboxycyclopentane 3 acetic acid); (1RS,2RS) homo ACPD((1RS,2RS) 1 amino 1 carboxycyclopentane 2 acetic acid); (1SR,3RS) ACPD ((1SR,RS) 1 aminocyclopentane 1,3 dicarboxylic acid); Metabotropic glumatic acid receptor; mGlu2; Partial agonist

Indexed keywords

1 AMINO 1,3 CYCLOPENTANEDICARBOXYLIC ACID; 1 AMINO 1,3 CYCLOPENTANEDICARBOXYLIC ACID DERIVATIVE; CYCLOALKANE DERIVATIVE; METABOTROPIC RECEPTOR; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CHO CELL; CONTROLLED STUDY; DRUG RECEPTOR BINDING; GENE EXPRESSION; MOLECULAR CLONING; NONHUMAN; PRIORITY JOURNAL; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION;

ANIMALS; CHO CELLS; CRICETINAE; CYCLOLEUCINE; GLUTAMIC ACID; RECEPTORS, METABOTROPIC GLUTAMATE; SECOND MESSENGER SYSTEMS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0343471408     PISSN: 00142999     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-2999(97)01098-4     Document Type: Article

References (20)

1. Aramori I., Nakanishi S. Signal transduction and pharmacological characteristics of a metabotropic glutamate receptor, mGluR1, in transfected CHO cells. Neuron. 8:1992;757-765.
2. Bliss T.V.P., Collingridge G.L. A synaptic model of memory: Long-term potentiation in the hippocampus. Nature. 361:1993;31-39.
3. Brabet I., Mary S., Bockaert J., Pin J.-P. Phenylglycine derivatives discriminate between mGluR1- and mGluR5-mediated responses. Neuropharmacology. 34:1995;895-903.
4. Bräuner-Osborne H., Sløk F.A., Skjærbæk N., Ebert B., Sekiyama N., Nakanishi S., Krogsgaard-Larsen P. A new highly selective metabotropic excitatory amino acid agonist: 2-amino-4-(3-hydroxy-5-methylisoxazol-4-yl)-butyric acid. J. Med. Chem. 39:1996;3188-3194.
5. Choi D.W., Rothman S.M. The role of glutamate neurotoxicity in hypoxic-ischemic neuronal death. Annu. Rev. Neurosci. 13:1990;171-182.
6. Gomeza J., Mary S., Brabet I., Parmentier M.-L., Restituito S., Bockaert J., Pin J.-P. Coupling of metabotropic glutamate receptors 2 and 4 to Gα15, Gα16, and chimeric Gαq/i proteins: Characterization of new antagonists. Mol. Pharmacol. 50:1996;923-930.
7. Hayashi Y., Tanabe Y., Aramori I., Masu M., Shimamoto K., Ohfune Y., Nakanishi S. Agonist analysis of 2-(carboxycyclopropyl)glycine isomers for cloned metabotropic glutamate receptor subtypes expressed in Chinese hamster ovary cells. Br. J. Pharmacol. 107:1992;539-543.
8. Hayashi Y., Momiyama A., Takahashi T., Ohishi H., Ogawa-Meguro R., Shigemoto R., Mizuno N., Nakanishi S. Role of a metabotropic glutamate receptor in synaptic modulation in the accessory olfactory bulb. Nature. 366:1993;687-690.
9. Hayashi Y., Sekiyama N., Nakanishi S., Jane D.E., Sunter D.C., Birse E.F., Udvarhelyi P.M., Watkins J.C. Analysis of agonist and antagonist activities of phenylglycine derivatives for different cloned metabotropic glutamate receptor subtypes. J. Neurosci. 14:1994;3370-3377.
10. Knöpfel T., Kuhn R., Allgeier H. Metabotropic glutamate receptors: Novel targets for drug development. J. Med. Chem. 38:1995;1417-1426.
11. Lazareno S., Birdsall N.J. Estimation of antagonist Kb from inhibition curves in functional experiments: Alternatives to the Cheng-Prusoff equation. Trends Pharmacol. Sci. 14:1993;237-239.
12. Nakanishi S., Masu M. Molecular diversity and functions of glutamate receptors. Annu. Rev. Biophys. Biomol. Struct. 23:1994;319-348.
13. Saugstad J.A., Kinzie J.M., Shinohara M.M., Segerson T.P., Westbrook G. L Cloning and expression of rat metabotropic glutamate receptor 8 reveals a distinct pharmacological profile. Mol. Pharmacol. 51:1997;119-125.
14. Schoepp D.D., Johnson B.G., Salhoff C.R., Valli M.J., Desai M.A., Burnett J.P., Mayne N.G., Monn J.A. Selective inhibition of forskolin-stimulated cyclic AMP formation in rat hippocampus by a novel mGluR agonist, 2R,4R-4-aminopyrrolidine-2,4-dicarboxylate. Neuropharmacology. 34:1995;843-850.
15. Schoepp D.D., Salhoff C.R., Wright R.A., Johnson B.G., Burnett J.P., Mayne N.G., Belagaje R., Wu S., Monn J.A. The novel metabotropic glutamate receptor agonist 2R,4R-APDC potentiates stimulation of phosphoinositide hydrolysis in the rat hippocampus by 3,5-dihydroxyphenylglycine: Evidence for a synergistic interaction between group 1 and group 2 receptors. Neuropharmacology. 35:1996;1661-1672.
16. Schoepp D.D., Johnson B.G., Wright R.A., Salhoff C.R., Mayne N.G., Wu S., Cockerham S.L., Burnett J.P., Belegaje R., Bleakman D., Monn J.A. LY354740 is a potent and highly selective group II metabotropic glutamate receptor agonist in cells expressing human glutamate receptors. Neuropharmacology. 36:1997;1-11.
17. Tanabe Y., Masu M., Ishii T., Shigemoto R., Nakanishi S. A family of metabotropic glutamate receptors. Neuron. 8:1992;169-179.
18. Tanabe Y., Nomura A., Masu M., Shigemoto R., Mizuno N., Nakanishi S. Signal transduction, pharmacological properties, and expression patterns of two rat metabotropic glutamate receptors, mGluR3 and mGluR4. J. Neurosci. 13:1993;1372-1378.
19. Thomsen C., Hansen L., Suzdak P.D. L-glutamate uptake inhibitors may stimulate phosphoinositide hydrolysis in baby hamster kidney cells expressing mGluR1a via heteroexchange with L-glutamate without direct activation of mGluR1a. J. Neurochem. 63:1994;2038-2047.
20. 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. 11:1990;25-33.