Pharmacophore identification for sigma-1 (σ1) receptor binding: Application of the "Deconstruction - Reconstruction - Elaboration" approach

Mini-Reviews in Medicinal Chemistry

Volumn 5, Issue 10, 2005, Pages 927-940

  Glennon, R A ^a  

^a VIRGINIA COMMONWEALTH UNIVERSITY   (United States)

Author keywords

Arylalkylamines; Arylpentylamines; Pharmacophore; Piperazines; Piperidines; Sigma Receptors

Indexed keywords

1 (3,4 DIMETHOXYPHENETHYL) 4 (3 PHENYLPROPYL)PIPERAZINE; ADAMANTANE DERIVATIVE; AMINOTETRALIN; AMPHETAMINE DERIVATIVE; ARALKYLAMINE; BENZOMORPHAN DERIVATIVE; FUNCTIONAL GROUP; HALOPERIDOL; N [2 (3,4 DICHLOROPHENYL)ETHYL] N METHYL 2 (1 PYRROLIDINYL)CYCLOHEXYLAMINE; NALORPHINE; NEUROLEPTIC AGENT; OPIATE RECEPTOR; OPIATE RECEPTOR AFFECTING AGENT; PHENOTHIAZINE DERIVATIVE; PHENYLBUTYLAMINE; PHENYLPENTYLAMINE; PHENYLPIPERIDINE; PIPERAZINE DERIVATIVE; PYRROLIDINE DERIVATIVE; SIGMA 1 OPIATE RECEPTOR; SIGMA 2 OPIATE RECEPTOR; STEROID; THIOXANTHENE DERIVATIVE; UNCLASSIFIED DRUG; VALEROPHENONE;

COMPARATIVE MOLECULAR FIELD ANALYSIS; DRUG BINDING SITE; DRUG CONFORMATION; DRUG DESIGN; DRUG IDENTIFICATION; DRUG RECEPTOR BINDING; DRUG STRUCTURE; HYDROPHOBICITY; LIGAND BINDING; MOLECULAR MODEL; NONHUMAN; PHARMACOPHORE; RECEPTOR AFFINITY; REVIEW; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

AMINES; ANIMALS; HUMANS; LIGANDS; PIPERAZINES; PIPERIDINES; PROTEIN BINDING; RECEPTORS, DRUG; RECEPTORS, SIGMA;

EID: 24944497780     PISSN: 13895575     EISSN: None     Source Type: Journal    
DOI: 10.2174/138955705774329519     Document Type: Review

References (45)

1. Scherz, M. W.; Fialeix, M.; Fischer, J. B.; Reddy, N. L.; Server, A. C.; Sonders, M. S.; Tester, B. C.; Weber, E.; Wong, S. T.; Keana, J. F. W. J. Med. Chem. 1990, 33, 2421-2429.
2. Domino, E. F.; Kamenka, J.-M. (Eds.) Sigma and Phencyclidine-like Compounds as Molecular Probes in Biology. NPP Books, Ann Arbor, MI. 1988.
3. Junien, J. L.; Leonard, B. E. Clin. Neuropharmacol. 1989, 12, 353-374.
4. Quirion, R.; Chicheportiche, R.; Contreras, P. C.; Johnson, K. M.; Lodge, D.; Tam, S. W.; Woods, J. H.; Zukin, S. R. Trends Neurol. Sci. 1987, 11, 444-446.
5. Musacchio, J. M.; Klein, M.; Canoll, P. D. Life Sci. 1989, 45, 1721-1732.
6. Walker, J. M.; Bowen, W. D.; Walker, F. O.; Matsumoto, R. R.; DeCosta, B.; Rice, K. C. Pharmacol. Rev. 1990, 42, 355-404.
7. Chavkin, C. Trends Pharmacol. Sci. 1990, 11, 213-215.
8. Itzhak, Y.; Stein, I. Life Sci. 1990, 47, 1073-1081.
9. Itzhak, Y. (Ed.) Sigma Receptors. Academic Press, San Diego. 1994.
10. Abou-Gharbia, M.; Ablordeppey, S. Y.; Glennon, R. A. Ann. Rep. Med. Chem. 1993, 28, 1-10.
11. Bowen, W. D. Helv. Pharm. Acta 2000, 74, 211-218.
12. Guitart, X.; Codony, X.; Monroy, X. Psychopharmacolgy, 2004, 174, 301-319.
13. Bourrie, B.; Bribes, E.; Derocq, J.-M.; Vida, H.; Casellas, P. Curr. Opin. Invest. Drugs 2004, 5, 1158-1163.
14. Glennon, R. A.; Smith, J. D., Ismaiel, A. M., El-Ashmawy, M., Battaglia, G.; Fischer, J. B. J. Med. Chem. 1991, 34, 1094-1098.
15. Langa, F.; Codony, X.; Tovar, V.; Lacado, A.; Gimanez, E.; Cozar, P.; Cantero, M.; Dordal, A.; Hernandez, E.; Perez, R.; Monroy, X.; Zamanillo, D.; Guitart, X.; Montollu, L. Eur. J. Neurosci. 2003, 18, 2188-2196.
16. Glennon, R. A.; Yousif, M. Y.; Ismaiel, A. M.; El-Ashmawy, M. B.; Herndon, J. L.; Fischer, J. B.; Server, A. C.; Burke-Howie, K. J. J. Med. Chem. 1991, 34, 3360-3365.
17. Glennon, R. A.; Ismaiel, A.; Smith, J. D.; Yousif, M. Y.; El-Ashmawy, M.; Herndon, J. L.; Fischer, J. B.; Burke Howie, K. J.; Server, A. A. J. Med. Chem. 1991, 34, 1855-1859.
18. Ablordeppey, S. Y.; El-Ashmawy, M. B.; Glennon, R. A. Med. Chem. Res. 1991, 1, 425-438.
19. Glennon, R. A.; El-Ashmawy, M. B.; Fischer, J. B.; Burke-Howie, K. J.; Ismaial, A. M. Med. Chem. Res. 1991, 1, 207-212.
20. Ablordeppey, S. Y.; Fischer, J. B.; Glennon, R. A. Bioorg. Med. Chem. 2000, 8, 2105-2111.
21. Ablordeppey, S. Y.; Ashmawy, M.; Fischer, J. B.; Glennon, R. A. Eur. J. Med. Chem. 1998, 33, 625-633.
22. Ablordeppey, S. Y.; Fischer, J. B.; Law, H.; Glennon, R. A. Bioorg. Med. Chem. 2002, 10, 2759-2765.
23. Ablordeppey, S. Y.; Issa, H.; Fischer, J. B.; Burke Howie, K. J.; Glennon, R. A. Med. Chem. Res. 1993, 3, 131-138.
24. Ablordeppey, S. Y.; Fischer, J. B.; Burke Howie, K. J.; Glennon, R. A. Med. Chem. Res. 1992, 2, 368-375.
25. El-Ashmawy, M.; Ablordeppey, S. Y.; Issa, H.; Gad, L.; Fischer, J. B.; Burke Howie, K. J.; Glennon, R. A. Med. Chem. Res. 1992, 2, 119-126.
26. Glennon, R. A.; Ablordeppey, S. Y.; Ismaiel, A. M.; El-Ashmawy, M. B.; Fischer, J. B.; Burke-Howie, K. J. Med. Chem. 1994, 37, 1214-1219.
27. Glennon, R. A.; Ismaiel, A. M.; Ablordeppey, S.; El-Ashmawy, M.; Fisher, J. B. Bioorg. Med. Chem. Lett. 2004, 14, 2217-2220.
28. Glennon, R. A. Sigma receptor ligands and the use thereof. U.S. Patent 6,057,371. May 2, 2000.
29. Glennon, R. A.; Fischer, J. B. Sigma receptor ligands and the use thereof. U.S. Patent 6,087,346. July 11, 2000.
30. Snyder, S. H.; Largent, B. L. J. Neuropsychiat. 1989, 1, 7-15.
31. Gilligan, P. J.; Cain, G. A.; Christos, T. E.; Cook, L.; Drummond, S.; Johnson, A. L.; Kergay, A. A.; McElroy, J. F.; Rohrbach, K. W.; Schmidt, W. K.; Tam, S. W. J. Med. Chem. 1992, 35, 4344-4361.
32. May, E. M.; Jacobson, A. E.; Mattson, M. V.; Traynor, J. R.; Woods, J. H.; Harris, L. S.; Bowman, E. R.; Aceto, M. D. J. Med. Chem. 2000, 43, 5030-5036.
33. Takahashi, S.; Sonchara, K.; Takagi, K.; Miwa, T.; Horikomi, K.; Mita, N.; Nagase, H.; Iizuka, K.; Sakai, K. Psychopharmacology 1999, 145, 295-302.
34. Fujimura, K.; Matsumoto, J.; Niwa, M.; Kobayashi, T.; Kawashima, Y.; In, Y.; Ishida, T. Bioorg. Med. Chem. 1997, 5, 1675-1683.
35. Berardi, F.; Santoro, S.; Perrone, R.; Tortorella, V.; Govoni, S.; Lucchi, L. J. Med. Chem. 1998, 41, 3940-3947.
36. Matsumoto, R. R.; Gilmore, D. L.; Pouw, B.; Bowen, W. D.; Williams, W.; Kausar, A.; Coop, A. Eur. J. Pharmacol. 2004, 492, 21-26.
37. Berardi, F.; Ferorelli, S.; Abate, C.; Colabufo, N. A.; Contino, M.; Perrone, R.; Tortorella, V. J. Med. Chem. 2004, 47, 2308-2317.
38. Bedürftiga, S.; Wüunsch, B. Bioorg. Med. Chem. 2004, 12, 3299-3311.
39. Berardi, F.; Loiodice, F.; Fracchiolla, G.; Colabufo, N. A.; Perrone, R.; Tortorella, V. J. Med. Chem. 2003, 46, 2117-2124
40. Maier, C. A.; Wunsch, B. J. Med. Chem. 2002, 45, 438-448.
41. Quaglia, W.; Giannella, M.; Piergentili, A.; Pigini, M.; Brasili, L.; Di Toro, R.; Rossetti, L.; Spampinato, S.; Melchiorre, C. J. Med. Chem. 1998, 41, 1557-1560.
42. Nakazato, A.; Kumagai, T.; Ohta, K.; Chaki, K.; Okuyama, S.; Tomisawa, K. J. Med. Chem. 1999, 42, 3965-3970.
43. Marrazzo, A.; Prezzavento, O.; Pasquinucci, L.; Vittorio, F.; Ronisvalle, G. Il Farmaco, 2001, 56, 181-189.
44. Matsumoto, R.; Potelleret, F. H.; Mack, A.; Pouw, B.; Zhang, Y.; Bowen, W. D. Pharmacol. Biochem. Behav. 2004, 77, 775-781.
45. Glennon, R. A. Brazil. J. Pharmacetical Sci., in press.