Effect of the tyramine fragment of opioid receptor ligands on their agonist and antagonist properties

Pharmaceutical Chemistry Journal

Volumn 40, Issue 5, 2006, Pages 254-260

  Kuz'mina, N E ^a   Osipova, E S ^a   Kuz'min, V S ^a   Sitnikov, V B ^a  

^a STATE RESEARCH INSTITUTE OF ORGANIC CHEMISTRY AND TECHNOLOGY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROGEN; LIGAND; NITROGEN; OPIATE AGONIST; OPIATE ANTAGONIST; OPIATE RECEPTOR; PROTON; TYRAMINE;

ARTICLE; ATOM; BINDING SITE; COMPARATIVE STUDY; CORRELATION ANALYSIS; DRUG ACTIVITY; DRUG EFFECT; DRUG PENETRATION; DRUG RECEPTOR BINDING; GEOMETRY; HYDROGEN BOND; LIGAND BINDING;

EID: 33750915832     PISSN: 0091150X     EISSN: 15739031     Source Type: Journal    
DOI: 10.1007/s11094-006-0104-9     Document Type: Article

References (40)

1. K. Raynor, H. Kong, S. Law, et al., Proc. Natl. Acad. Sci. USA, 91(6), 8042 - 8046 (1994).
2. I. D. Pogozheva, A. L. Lomize, and H. I. Mosberg, Biophys. J., 75(8), 612 - 634 (1998).
3. B. Bellaw, T. Conway, and F. R. Ahmed, J. Med. Chem., 17(8), 907 - 908 (1974).
4. J. P. Tollenaere and H. Moereels, Eur. J. Med. Chem., 15, 337 - 340 (1980).
5. K. S. Razzak and K. A. Hamid, J. Pharm. Sci, 69(7), 796 - 799 (1980).
6. M. P. Wentland, X. Sun, R. Lou, et al., Bioorg. Med. Chem. Lett, 13(11), 1911 - 1914 (2003).
7. P. V. Sergeev and N. L. Shimanovskii, Receptors [in Russian], Meditsina, Moscow (1987), pp. 18 - 20.
8. S. S. Krylov, Khim.-Farm. Zh., 26(7 - 8), 122 - 124 (1992).
9. K. Befort, L. Tabbara, S. Bausch, et al., Mol. Pharm, 49(2), 216 - 223 (1996).
10. J. G. Li, C. Chen, J. Yin, et al., Life Sci, 65(2), 175 - 185 (1999).
11. A. Mansour, L. P. Taylor, and J. L. Fine, J. Neurochem., 68(1), 344 - 353 (1997).
12. V. M Kolb and S. Scheiner, J. Pharm. Sci, 73(6), 719 - 723 (1984).
13. K. Befort, D. Tabbara, D. Kling, et al., J. Biol. Chem., 271(17), 10161 - 10168 (1996).
14. M. P. Wentland, R. Lou, Y. Ye, et al., Bioorg. Med. Chem. Lett., 11(5), 623 - 626 (2001).
15. M. P. Wentland, W. Duan, D. J. Cohen, et al., J. Med. Chem., 43(19), 3558 - 3565 (2000).
16. E. L. May, A. E. Jacobson, M. V. Mattson, et al., J. Med. Chem, 43(26), 5030 - 5036 (2000).
17. M. P. Wentland, Y. Ye, C. L. Cioffi, et al., J. Med. Chem., 46(5), 838 - 849 (2003).
18. S. P. Welch, J. W. Huffman, and J. Lowe, J. Pharm. Exp. Ther., 286(3), 1301 - 1308 (1998).
19. N. E. Kuz'mina, E. S. Osipova, V. S. Kuz'min, et al., Khim.-Farm. Zh., 39(12), 24 - 28 (2005).
20. N. Bodor, Z. Gabanyi, and C-K. Wong. J. Am. Chem. Soc, 111(11), 3783 - 3786 (1989).
21. A. Gavezotti, J. Am. Chem. Soc, 105(16), 5220 - 5225 (1983).
22. M. Karelson and V. S. Lobanov, Chem. Rev, 96(3), 1027 - 1043 (1996).
23. V. N. Salin and É. Yu. Churilova, Statistics (A Practical Guide) [in Russian], Perspektiva, Moscow (2002), p. 75.
24. http://www.hyper.com.
25. http://www.cambrigesoft.com.
26. U. Burkert and N. L. Allinger, Molecular Mechanics. ACS Monograph. (1982), p. 177.
27. J. P. Stewart, J. Comp.-Aid. Mol. Des., 4(1), 1 - 105 (1990).
28. K. B. Lipkowitz, D. B. Boyd (eds.), Reviews in Computational Chemistry, VCH Publishers, New York (1990).
29. http://www.statsoftinc.com.
30. M. P. Wentland, N. F. Albertson, and A. K. Pierson, J. Med. Chem., 23(1), 71 - 74 (1980).
31. I. M. Uwaydah, E. L. May, and L. S. Harris, J. Med. Chem, 20(11), 1374 - 1377 (1977).
32. G. R. Lenz, S. M. Evans, and D. E. Walters, Opiates, Academic Press., New York (1986), pp. 259 - 303.
33. E. L. May and M. Takeda, J. Med. Chem, 13(5), 805 - 807 (1970).
34. J. H. Ager, S. E. Fullerton, and E. L. May, J. Med. Chem, 6(3), 322 - 325 (1963).
35. E. L. May and A. E. Jacobson, J. Med. Chem, 8(5), 563 - 566 (1965).
36. K. Kanematsu, M. Takeda, and A. E. Jacobson, J. Med. Chem, 12(3), 405 - 408 (1969).
37. W. Reifenrath, E. B. Rocher, and W. A. Al-Turk, J. Med. Chem., 23(9), 985 - 990 (1980).
38. S. Archer, N. F. Albertson, L. S. Harris, et al., 7(2), 123 - 127 (1964).
39. E. L. May, L. S. Harris, and I. M. Uwaydah, J. Med. Chem, 20(11), 1374 - 1377 (1977).
40. A. E. Jacobson, Biological Evaluation of Compounds for Their Physical Dependence Potential and Abuse Liability, Drug Evaluating Committee of the College on Problems of Drug Dependence, Bethesda (1997).