Mechanism of inhibition of the GluR2 AMPA receptor channel opening by 2,3-benzodiazepine derivatives

Biochemistry

Volumn 47, Issue 3, 2008, Pages 1061-1069

  Ritz, Mark ^a   Micale, Nicola ^b   Grasso, Silvana ^b   Niu, Li ^a  

^a STATE UNIVERSITY OF NEW YORK   (United States)

^b UNIVERSITY OF MESSINA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

BIOSYNTHESIS; DISEASES; ENZYME INHIBITION; LASER PULSES;

BENZODIAZEPINE DERIVATIVES; MECHANISTIC REVELATION; STRUCTURE REACTIVITY;

DERIVATIVES;

AMPA RECEPTOR; BENZODIAZEPINE DERIVATIVE; GLUTAMATE RECEPTOR 2;

ARTICLE; COMPLEX FORMATION; CONTROLLED STUDY; DEGENERATIVE DISEASE; DRUG BINDING SITE; DRUG MECHANISM; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; HUMAN; HUMAN CELL; ISOMERIZATION; PHOTOLYSIS; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ALGORITHMS; BENZODIAZEPINES; BINDING SITES; CELL LINE; ELECTROPHYSIOLOGY; EXCITATORY AMINO ACID ANTAGONISTS; GLUTAMIC ACID; HUMANS; ION CHANNEL GATING; KINETICS; LASERS; MODELS, CHEMICAL; PHOTOLYSIS; PROTEIN BINDING; RECEPTORS, AMPA; RECOMBINANT PROTEINS; STRUCTURE-ACTIVITY RELATIONSHIP; TRANSFECTION;

EID: 38349162230     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi700782x     Document Type: Article

References (31)

1. Hollmann, M., and Heinemann, S. (1994) Cloned glutamate receptors, Annu. Rev. Neurosci. 17, 31-108.
2. Dingledine, R., Borges, K., Bowie, D., and Traynelis, S. F. (1999) The glutamate receptor ion channels, Pharmacol. Rev. 51, 7-61.
3. Brauner-Osborne, H., Egebjerg, J., Nielsen, E. O., Madsen, U., and Krogsgaard-Larsen, P. (2000) Ligands for glutamate receptors: Design and therapeutic prospects, J. Med. Chem. 43, 2609-2645.
4. Tarnawa, I., Farkas, S., Berzsenyi, P., Pataki, A., and Andrasi, F. (1989) Electrophysiological studies with a 2,3-benzodiazepine muscle relaxant: GYKI 52466, Eur. J. Pharmacol. 167, 193-199.
5. Zappala, M., Grasso, S., Micale, N., Polimeni, S., and De Micheli, C. (2001) Synthesis and structure-activity relationships of 2,3-benzodiazepines as AMPA receptor antagonists, Mini-Rev. Med. Chem. 1, 243-253.
6. Solyom, S., and Tarnawa, I. (2002) Non-competitive AMPA antagonists of 2,3-benzodiazepine type, Curr. Pharm. Des. 8, 913-939.
7. Zappala, M., Pellicano, A., Micale, N., Menniti, F. S., Ferreri, G., De Sarro, G., Grasso, S., and De Micheli, C. (2006) New 7,8-ethylenedioxy-2,3- benzodiazepines as noncompetitive AMPA receptor antagonists, Bioorg. Med. Chem. Lett. 16, 167-170.
8. flip AMPA receptor: A laser-pulse photolysis study, Biochemistry 42, 12358-12366.
9. Li, G., and Niu, L. (2004) How fast does the GluR1Qflip channel open? J. Biol. Chem. 279, 3990-3997.
10. Li, G., Sheng, Z., Huang, Z., and Niu, L. (2005) Kinetic mechanism of channel opening of the GluRDflip AMPA receptor, Biochemistry 44, 5835-5841.
11. Trussell, L. O., and Fischbach, G. D. (1989) Glutamate receptor desensitization and its role in synaptic transmission, Neuron 3, 209-218.
12. Wieboldt, R., Gee, K. R., Niu, L., Ramesh, D., Carpenter, B. K., and Hess, G. P. (1994) Photolabile precursors of glutamate: Synthesis, photochemical properties, and activation of glutamate receptors on a microsecond time scale, Proc. Natl. Acad. Sci. U.S.A. 91, 8752-8756.
13. Li, G., Oswald, R. E., and Niu, L. (2003) Channel-opening kinetics of GluR6 kainate receptor, Biochemistry 42, 12367-12375.
14. Pei, W., Huang, Z., and Niu, L. (2007) GluR3 flip and flop: Differences in channel opening kinetics, Biochemistry 46, 2027-2036.
15. Grasso, S., Micale, N., Zappala, M., Galli, A., Costagli, C., Menniti, F. S., and De Micheli, C. (2003) Characterization of the mechanism of anticonvulsant activity for a selected set of putative AMPA receptor antagonists, Bioorg. Med. Chem. Lett. 13, 443-446.
16. Jonas, P., and Spruston, N. (1994) Mechanisms shaping glutamate-mediated excitatory postsynaptic currents in the CNS, Curr. Opin. Neurobiol. 4, 366-372.
17. 2+ permeability of AMPA receptors in principal neurons and interneurons in rat CNS, Neuron 15, 193-204.
18. Kwak, S., and Weiss, J. H. (2006) Calcium-permeable AMPA channels in neurodegenerative disease and ischemia, Curr. Opin. Neurobiol. 16, 281-287.
19. Huang, Z., Li, G., Pei, W., Sosa, L. A., and Niu, L. (2005) Enhancing protein expression in single HEK 293 cells, J. Neurosci. Methods 142, 159-166.
20. Udgaonkar, J. B., and Hess, G. P. (1987) Chemical kinetic measurements of a mammalian acetylcholine receptor by a fast-reaction technique, Proc. Natl. Acad. Sci. U.S.A. 84, 8758-8762.
21. Niu, L., Grewer, C., and Hess, G. P. (1996) Chemical kinetic investigations of neurotransmitter receptors on a cell surface in a microsecond time region, Vol. VII, Acadamic Press, New York.
22. Donevan, S. D., and Rogawski, M. A. (1993) GYKI 52466, a 2,3-benzodiazepine, is a highly selective, noncompetitive antagonist of AMPA/kainate receptor responses, Neuron 10, 51-59.
23. Rammes, G., Swandulla, D., Spielmanns, P., and Parsons, C. G. (1998) Interactions of GYKI 52466 and NBQX with cyclothiazide at AMPA receptors: Experiments with outside-out patches and EPSCs in hippocampal neurones, Neuropharmacology 37, 1299-1320.
24. Niu, L., and Hess, G. P. (1993) An acetylcholine receptor regulatory site in BC3H1 cells: Characterized by laser-pulse photolysis in the microsecond-to-millisecond time region, Biochemistry 32, 3831-3835.
25. Balannik, V., Menniti, F. S., Patemain, A. V., Lerma, J., and Stern-Bach, Y. (2005) Molecular mechanism of AMPA receptor noncompetitive antagonism, Neuron 48, 279-288.
26. Armstrong, N., and Gouaux, E. (2000) Mechanisms for activation and antagonism of an AMPA-sensitive glutamate receptor: Crystal structures of the GluR2 ligand binding core, Neuron 28, 165-181.
27. Duggleby, R. G., Attwood, P. V., Wallace, J. C., and Keech, D. B. (1982) Avidin is a slow-binding inhibitor of pyruvate carboxylase, Biochemistry 21, 3364-3370.
28. Kulmacz, R. J., and Lands, W. E. (1985) Stoichiometry and kinetics of the interaction of prostaglandin H synthase with antiinflammatory agents, J. Biol. Chem. 260, 12572-12578.
29. Niu, L., Abood, L. G., and Hess, G. P. (1995) Cocaine: Mechanism of inhibition of a muscle acetylcholine receptor studied by a laser-pulse photolysis technique, Proc. Natl. Acad. Sci. U.S.A. 92, 12008-12012.
30. Grewer, C., and Hess, G. P. (1999) On the mechanism of inhibition of the nicotinic acetylcholine receptor by the anticonvulsant MK-801 investigated by laser-pulse photolysis in the microsecond-to-millisecond time region, Biochemistry 38, 7837-7846.
31. Karpen, J. W., and Hess, G. P. (1986) Cocaine, phencyclidine, and procaine inhibition of the acetylcholine receptor: Characterization of the binding site by stopped-flow measurements of receptor-controlled ion flux in membrane vesicles, Biochemistry 25, 1777-1785.