Synthesis of agonists and antagonists for central glutamate receptors by a novel 'ring switching' strategy

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 9, 1997, Pages 1297-1306

  Bowler, Andrew N ^a   Dinsmore, Andrew ^a   Doyle, Paul M ^a   Young, Douglas W ^a  

^a UNIVERSITY OF SUSSEX   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748668495     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a608067g     Document Type: Article

References (29)

1. This work has been reported in preliminary form in (a) A. N. Bowler, P. M. Doyle and D. W. Young, J. Chem. Soc., Chem. Commun., 1991, 314; and
2. (b) A. Dinsmore, P. M. Doyle and D. W. Young, Tetrahedron Lett., 1995, 36, 7503.
3. D. R. Curtis, J. W. Phillis and J. C. Watkins, Nature (London), 1959, 183, 611.
4. R. J. Bridges, J. W. Geddes, D. T. Monaghan and C. W. Cotman, in Excitatory Amino Acids in Health and Disease, ed. D. Lodge, Wiley, New York, 1988, p. 321.
5. S. Patel, A. G. Chapman, M. H. Millan and B. S. Meldrum, in Excitatory Amino Acids in Health and Disease, ed. D. Lodge, Wiley, New York, 1988, p. 353.
6. G. K. Steinberg, J. Saleh, D. Kunis, R. DeLaPaz and S. R. Zarnegar, Stroke, 1989, 20, 1247.
7. J. J. Hansen and P. Krogsgaard-Larsen, J. Chem. Soc., Perkin Trans. 1, 1980, 1826.
8. P. Krogsgaard-Larsen, L. Brehm, J. S. Johansen, P. Vinzents, J. Lauridsen and D. R. Curtis, J. Med. Chem., 1985, 28, 673.
9. T. Honoré and J. Lauridsen, Acta Chem. Scand., Sect. B, 1980, 34, 235.
10. J. Lauridsen, T. Honoré and P. Krogsgaard-Larsen, J. Med. Chem., 1985, 28, 668.
11. U. Madsen and E. H. F. Wong, J. Med. Chem., 1992, 35, 107.
12. I. T. Christensen, B. Ebert, U. Madsen, B. Nielsen, L. Brehm and P. Krogsgaard-Larsen, J. Med Chem., 1992, 35, 3512.
13. M. Begtrup and F. A. Sløk, Synthesis, 1993, 861.
14. J. J. Hansen, J. Lauridsen, E. Nielsen and P. Krogsgaard-Larsen, J. Med Chem., 1983, 26, 901.
15. J. J. Hansen, B. Nielsen, P. Krogsgaard-Larsen, L. Brehm, E. Ø. Nielsen and D. R. Curtis, J. Med. Chem., 1989, 32, 2254.
16. B. Ebert, S. Lenz, L. Brehm, P. Bregnedal, J. J. Hansen, K. Frederiksen, K. P. Bogeso and P. Krogsgaard-Larsen, J. Med. Chem., 1994, 37, 878.
17. J. J. Hansen, F. S. Jørgensen, T. M. Lund, B. Nielsen, A. Reinhardt, I. Breum, L. Brehm and P. Krogsgaard-Larsen, in Excitatory Amino Acid Receptors - Design of Agonists and Antagonists, ed. P. Krogsgaard-Larsen and J. J. Hansen, Ellis Horwood, New York, 1992, p. 216.
18. H. Gibian and H. Klieger, Liebigs Ann. Chem., 1961, 640, 145.
19. S. Danishefsky, E. Berman, L. A. Clizbe and M. Hirama, J. Am. Chem. Soc., 1979, 101, 4385.
20. X. Durand, P. Hudhomme, J. A. Khan and D. W. Young, J. Chem. Soc., Perkin Trans. 1, 1996, 1131.
21. R. A. August, D. Phil Thesis, Sussex, 1987.
22. S. Tsubotani, Y. Funabashi, M. Takamoto, S. Hakoda and S. Harada, Tetrahedron, 1991, 47, 8079.
23. These experiments were conducted by Dr G. Ormandy, The Wellcome Research Laboratories, Beckenham.
24. R. H. Evans, A. W. Jones and J. C. Watkins, J. Physiol., 1980, 308, 71P.
25. H. Sugiyama, M. Watanabe, H. Taji, Y. Yamamoto and I. Ito, Neurosci. Res., 1989, 7, 164.
26. R. A. August, J. A. Khan, C. M. Moody and D. W. Young, J. Chem. Soc., Perkin Trans. 1, 1996, 507.
27. R. R. Williams, A. E. Ruehle and J. Finkelstein, J. Am. Chem. Soc., 1937, 59, 526.
28. A. Batchelor, A. Dinsmore, P. M. Doyle and D. W. Young, unpublished observations.
29. The test measures the ability of a compound to block the action of trans-aminocyclopentanedicarboxylic acid (ACPD) in Purkinje type rat neurones.