Screening structural-functional relationships of neuropharmacologically active organic compounds at the nicotonic acetylcholine receptor

Neuropharmacology

Volumn 36, Issue 3, 1997, Pages 269-279

  Barrantes, G E ^a   Ortells, M O ^a   Barrantes, F J ^a  

^a Instituto de Investigaciones Bioquimicas Bahia Blanca   (Argentina)

Author keywords

drug screening; molecular modelling; nicotinic acetylcholine receptor

Indexed keywords

ACETYLCHOLINE; AMBENONIUM; ANABASINE; ARECOLINE; BETHANECHOL; CARBACHOL; CHLORISONDAMINE; EDROPHONIUM; ENFLURANE; HEXAMETHONIUM; ISOFLURANE; LOBELINE; METHACHOLINE; METHOXYFLURANE; NEOSTIGMINE; NEUROTROPIC AGENT; NICOTINIC AGENT; NICOTINIC RECEPTOR; NICOTINIC RECEPTOR AFFECTING AGENT; NICOTINIC RECEPTOR BLOCKING AGENT; ORGANIC COMPOUND; PINACIDIL; PROPOFOL; SCOPOLAMINE; SEVOFLURANE; TETRACAINE; TETRYLAMMONIUM; UNCLASSIFIED DRUG; UNINDEXED DRUG; VERAPAMIL;

ARTICLE; CHEMICAL STRUCTURE; COMPUTER ANALYSIS; DATA BASE; DISCRIMINANT ANALYSIS; DRUG CLASSIFICATION; DRUG MECHANISM; DRUG SCREENING; ELECTRICITY; MOLECULAR MODEL; NONHUMAN; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION; TECHNIQUE;

CHOLINERGIC AGENTS; COMPUTERS; MODELS, MOLECULAR; RECEPTORS, NICOTINIC; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0030940242     PISSN: 00283908     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0028-3908(97)00004-X     Document Type: Article

References (48)

1. Adams P.R., Feltz A. Quinacrine action at frog endplate. J. Physiol. 306:1980;261-281.
2. Adams P.R., Sakmann B. Decamethonium both opens and blocks endplate channels. Proc. Natn. Acad. Sci. U.S.A. 75:1978;2994-2998.
3. Akabas M.H., Stauffer D.A., Xu M., Karlin A. Acetylcholine receptor channel structure probed in cysteine-substitution mutants. Science. 258:1992;307-310.
4. Allen F.H., Kennard O. The Cambridge database of molecular structures. Perspect. Comput. 3:1983;28-43.
5. Bertrand D., Changeux J.-P. Nicotinic receptor: an allosteric protein specialized for intercellular communication. Semin. Neurosci. 7:1995;75-90.
6. Bertrand D., Galzi J.-L., Devillers-Thiéry A., Bertrand S., Changeux J.-P. Stratification of the channel domain in neurotransmitter receptors. Curr. Opin. Cell. Biol. 5:1993;688-693.
7. 3] diazofluorene with torpedo nicotinic acetylcholine-receptor membranes. Biophys. J. 66:1994;213.
8. Buckingham S.D., Lummis S.C.R., Balk M.L., Schroeder M., Sattelle D.B. Actions of vesamicol on an α-bungarotoxin-sensitive neuronal nicotinic acetylcholine receptor. J. Exp. Biol. 182:1993;255-264.
9. Caldironi H.A., Aztiria E.M., Antonucci L.M., Barrantes F.J. El compuesto organofosforado Parathion exhibe propiedades agonistas sobre el receptor de acetilcolina nicotinico. Proc. Arg. Soc. Neurochem. 9:1994;105.
10. Carter A.A., Oswald R.E. Channel blocking properties of a series of nicotinic cholinergic agonists. Biophys. J. 65:1993;840-851.
11. Charnet P., Labarca C., Leonard R.J., Vogelaar N.J., Czyzyk L., Gouin A., Davidson N., Lester H.A. An open-channel blocker interacts with adjacent turns of α-helices in the nicotinic acetylcholine receptor. Neuron. 2:1990;87-95.
12. Clarke P.B.S., Reuben M., El-Bizri H. Blockade of nicotinic responses by physostigmine, tacrine and other cholinesterase-inhibitors in rat striatum. Br. J. Pharmacol. 111:1994;695-702.
13. Cuevas J., Adams D.J. Local anaesthethic blockade of neuronal nicotinic ACh receptor-channels in rat parasympathethic ganglion cells. Br. J. Pharmacol. 111:1994;663-672.
14. Decker M.W., Brioni J.D., Bannon A.W., Americ S.P. Diversity of neuronal nicotinic acetylcholine receptors: lessons from behavior and implications for CNS therapeutics. Life Sci. 56:1995;545-570.
15. 3H]meproadifen mustard with membrane-bound Torpedos acetylcholine receptor. J. Biol. Chem. 261:1986;13727-13734.
16. Dudel J., Franke C. Evolution and desensitization of LGIC receptors. Trends Neurosci. 18:1995;297-298.
17. El-Bizri H., Clarke P.B.S. Blockade of nicotinic receptor-mediated release of dopamine from striatal synaptosomes by chlorisondamine administered in vivo. Br. J. Pharmacol. 111:1994;414-418.
18. 3H]chlorpromazine: Additional evidence for the open channel conformation. Biochemistry. 25:1986;6109-6113.
19. Heidmann T., Oswald R.E., Changeux J.-P. Multiple sites of action of noncompetitive blockers on acetylcholine receptor rich membrane fragments from Torpedo marmorata. Biochemistry. 22:1983;3112-3127.
20. Herz J.M., Johnson D.A., Taylor P. Interaction of noncompetitive inhibitors with the acetylcholine receptor. The site specificity and spectroscopic properties of ethidium binding. J. Biol. Chem. 262:1987;7238-7247.
21. Horn R., Brodwick M.S., Dickey W.D. Assymetry of the acetylcholine channel revealed by quaternary anaesthetics. Science. 210:1980;205-207.
22. Horváth L.I., Arias H.R., Hankovszky H.O., Hideg K., Barrantes F.J., Marsh D. Association of spin-labeled local anaesthetics at the hydrophobic surface of acetylcholine receptor in native membranes from Torpedo marmorata. Biochemistry. 29:1990;8707-8713.
23. Hucho F., Oberhür W., Lottspeich F. The ion channel of the nicotinic acetylcholine receptor is formed by the homologous helices M II of the receptor subunits. FEBS Lett. 205:1986;137-142.
24. Jennings K.R., Brown D.G., Wright D.P. Methyllycaconitine, a naturally occuring insecticide with a high affinity for the insect cholinergic receptor. Experientia. 42:1986;611-613.
25. Jones M.V., Westbrook G.L. The impact of receptor desensitization on fast synaptic transmission. Trends Neurosci. 19:1996;96-101.
26. Katzung B.G. (1992) In: Basic and Clinical Pharmacology, Fifth edition, p. 1017. Appleton and Lange, Connecticut.
27. Kellar K.J. Epibatidine: its pharmacological actions and utility for studying neuronal nicotinic receptors. Neurotransmissions. 11:1995;1-5.
28. Kruskal J.B. Multidimensional scaling by optimizing goodness of fit to a nonmetric hypothesis. Psychometrika. 29:1964;1-27.
29. Kruskal J.B. Nonmetric multidimensional scaling: a numerical method. Psychometrika. 29:1964;115-129.
30. Kuntz I.D. Structure-based strategies for drug design and discovery. Science. 257:1992;1078-1082.
31. 3H]Imidacloprid: synthesis of a candidate radioligand for the nicotinic acetylcholine receptor. J. Labelled Cmpd. Radiopharm. 31:1992;609-613.
32. Lauffenburger D.A. and Linderman J.J. (1993) Cell surface receptor/ligand binding fundamentals. In: Receptors: Models for Binding, Trafficking and Signaling, pp. 9-72. Oxford University Press, New York.
33. Lees G., Ortells M.O., Lunt G. Molecular biology and fine structure of ion channels: Potential targets for general anaesthetics in the central nervous system. Anaesth. Pharmacol. Rev. 2:1994;11-28.
34. Macallan D.R.E., Lunt G.G., Wonnacott S., Swanson K.L., Rapoport H., Albuquerque E.X. Methyllycaconitine and (+)-anatoxin-a differentiate between nicotinic receptors in vertebrate and invertebrate nervous systems. FEBS Lett. 226:1988;357-363.
35. Neher E., Steinbach J.H. Local anaesthetics transiently block currents through single acetylcholine-receptor channels. J. Physiol. 277:1978;153-176.
36. Ortells M.O., Lunt G.G. Evolutionary history of the ligand-gated ion-channel superfamily of receptors. Trends Neurosci. 18:1995;121-127.
37. Ortells M.O., Lunt G.G. Evolution and desensitization of LGIC receptors. Reply. Trends Neurosci. 18:1995;298-299.
38. Pedersen S.E., Sharp S.D., Liu W., Cohen J.B. Structure of the noncompetitive antagonist-binding site of the Torpedo nicotinic acetylcholine receptor. J. Biol. Chem. 267:1992;10489-10499.
39. Pereira E.F.R., Alkondon M., Tano T., Castro N.G., Fróes-Ferrao M.M., Rozental R., Aronstam R.S., Schrattenholz A., Maelicke A., Albuquerque E.X. A novel agonist binding site on nicotinic acetylcholine receptors. J. Recept. Res. 13:1993;413-436.
40. 2+ channel antagonists, SR33557 (fantofarone) and SR33805, on the L-type cardiac channel. Eur. J. Pharmacol. 263:1994;101-105.
41. Rowberg K.A., Even M., Martin E., Hopfinger A.J. Qsar and molecular shape analyses of 3 series of 1-(phenylcarbamoyl)-2-pyrazoline insecticides. J. Agric. Food Chem. 42:1994;374-380.
42. Saitou N., Nei M. The neighbor-joining method: a new method for reconstructing phylogenetics trees. Mol. Biol. Evol. 4:1987;406-425.
43. Sattelle D.B., Bai D., Tornoe C., Holden-Dye L. and Abramson S.N. (1993) Actions of neurotoxins (Bungarotoxins, Neosurugatoxin, Lophotoxin) on invertebrate nicotinic acetylcholine receptors. Proceedings IVth International Symposium on Neurotoxins in Neurobiology, p. 7. University of Bath, Bath, U.K.
44. Shaw K.-P., Aracava Y., Awaike A., Daly J.W., Rickett D.L., Albuquerque E.X. The reversible cholinesterase inhibitor physostigmine has channel-blocking and agonist effects on the acetylcholine receptor-ion channel complex. Mol. Pharmacol. 28:1985;527-538.
45. Sneath P.H.A. and Sokal R.R. (1973) In: Numerical Taxonomy, The Principles and Practice of Numerical Classification, W.H. Freeman, San Francisco.
46. White B.H., Howard S., Cohen S.G., Cohen J.B. The hydrophobic photoreagent 3-(trifluoromethyl)-3-m-([I125] iodophenyl)diazirine is a novel noncompetitive antagonist of the nicotinic acetylcholine receptor. J. Biol. Chem. 266:1991;21595-21607.
47. Williams M., Suilivan J.P., Arneric S.P. Neuronal nicotinic acetylcholine receptors. Drug News Perspect. 7:1994;205-223.
48. Windholz M. (1983) In: The Merck Index, An Encyclopedia of Chemicals, Drugs and Biologicals (Stecher P.G., Finkel M.J. and Siegmund O.H. Eds.), 10th edition. Merck and Co., New Jersey.