Macrocyclic hexapeptide analogues of the thrombin receptor (PAR-1) activation motif SFLLRN

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 2, 1999, Pages 255-260

  McComsey, David F ^a   Hecker, Leonard R ^a   Andrade Gordon, Patricia ^a   Addo, Michael F ^a   Maryanoff, Bruce E ^a  

^a JOHNSON AND JOHNSON PHARMACEUTICAL RESEARCH AND DEVELOPMENT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTITHROMBOCYTIC AGENT; HEXAPEPTIDE; MACROCYCLIC COMPOUND; THROMBIN; THROMBIN RECEPTOR;

ARTICLE; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; LIGAND BINDING; STRUCTURE ACTIVITY RELATION; THROMBOCYTE ACTIVATION; THROMBOCYTE AGGREGATION INHIBITION;

RICKETTSIA SP. PAR;

EID: 0033579981     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00731-8     Document Type: Article

References (27)

1. (a) Brass, L. F. Thromb. Haemostasis 1995, 74, 499.
2. (b) Ogletree, M. L.; Natajaran, S.; Seiler, S. M. Persp. Drug Discovery Des. 1994, 1, 527.
3. (c) Coughlin, S. R. Thromb. Haemostasis 1993, 66, 184.
4. (d) Scarborough, R. M.; Naughton, M. A.; Teng, W.; Hung, D. T.; Rose, J. W.; Vu, T.-K.; Wheaton, V. I.; Turck, C. W.; Coughlin, S. R. J. Biol. Chem. 1992, 267, 13146.
5. (e) Darrow, A. L.; Fung-Leung, W.-P.; Ye, R. D.; Santulli, R. J.; Cheung, W.-M.; Derian, C. K.; Burns, C. L.; Damiano, B. P.; Zhou, L.; Keenan, C. M.; Peterson, P. A.; Andrade-Gordon, P. Thromb. Haemostasis 1996, 76, 860.
6. Vu, T.-K. H.; Hung, D. T.; Wheaton, V. L; Coughlin, S. R. Cell 1991, 64, 1057.
7. Coughlin, S. R. Proc. Natl. Acad Sci. U.S.A. 1994, 91, 9200.
8. Nystedt, S.; Emilsson, K.; Wahlestedt, C.; Sundelin, J. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 9208.
9. Ishihara, H.; Connolly, A. J.; Zeng, D.; Kahn, M. L.; Zheng, Y. W.; Timmons, C.; Tram, T.; Coughlin, S. R. Nature 1997, 386, 502.
10. (a) Xu, W.-F.; Andersen, H.; Whitmore, T. E.; Presnell, S. R.; Yee, D. P.; Ching, A.; Gilbert, T.; Davie, E. W.; Foster, D. C. Proc. Natl. Acad Sci. U.S.A. 1998, 95, 6642.
11. (b) Kahn, M. L.; Zheng, Y.-W.; Huang, W.; Bigornia, V.; Zeng, D.; Moff, S.; Farese, R. V., Jr.; Tam, C.; Coughlin, S. R., Nature 1998, 394, 690.
12. Natarajan, S.; Riexinger, D.; Peluso, M.; Seiler, S. M. Int. J. Peptide Protein Res. 1995, 45, 145.
13. Derian, C. K.; Santulli, R. J.; Tomko, K.; Haertlein, B.; Andrade-Gordon, P. Thromb. Res. 1995, 78, 505.
14. (a) Scarborough, R. M. PCT Int. Appl., 35 pp, WO 9403479.
15. (b) Scarborough, R. M.; Teng, W.; Rose, J. W.; Alves, V.; Arfsten, A.; Naughton, M. A. Peptides: Chem., Struct. Biol, Proc. 13th Am. Peptide Symp. 1994, 695. (Hodges, R. S.; Smith, J. A., Eds.; ESCOM, Leiden, Netherlands).
16. Feng, D.-M.; Veber, D. F.; Connolly, T. M.; Nutt, R. F. Peptides: Biol. Chem., Proc. Third Chin. Peptide Symp., 1995, 84. (Lu, G.-S.; Tam, J. P.; Du, Y.-C., Eds.; ESCOM: Leiden, Netherlands).
17. Ceruso, M. A.; McComsey, D. F.; Leo, G. C.; Andrade-Gordon, P. Addo, M. F.; Scarborough, R. M.; Oksenberg, D.; Maryanoff, B. E., manuscript submitted.
18. (a) Matsoukas, J.; Hollenberg, M. D.; Mavromoustakos, T.; Panagiotopoulos, D.; Alexopoulos, K.; Yamdagni, R.; Wu, Q.; Moore, G. J. J. Protein Chem. 1997, 16, 113.
19. (b) Matsoukas, J.; PanagiotoPoulos, D.; Keramida, M.; Mavromoustakos, T.; Yamdagni, R.; Wu, Q.; Moore, G. J.; Saifeddine, M.; Hollenberg, M. D. J. Med. Chem. 1996, 39, 3585.
20. (a) Fields, G. B.; Noble, R. L. Int. J. Pept. Protein Res. 1990, 35, 161.
21. (b) Atherton, E.; Logan, C. J.; Sheppard, R. C. J. Chem. Soc., Perkin Trans, 1 1981, 538.
22. (c) Penke, B.; Rivier, J. J. Org. Chem. 1987, 52, 1197.
23. Greco, M. N.; Powell, E. T.; Hecker, L. R.; Andrade-Gordon, P.; Kauffman, J. A.; Lewis, J. M.; Ganesh, V.; Tulinsky, A.; Maryanoff, B. E. Bioorg. Med. Chem. Lett. 1996, 6, 2947.
24. Hoekstra, W. J.; Greco, M. N.; Yabut, S. C.; Hulshizer, B. L.; Maryanoff, B. E. Tetrahedron Lett., 1997, 38, 2629.
25. (a) Zhang, H. X.; Guibe, F.; Balavoine, G. Tetrahedron Lett., 1988, 29, 623.
26. (b) Jeffery, P. D.; McCombie, S. W. J. Org. Chem. 1982, 47, 587.
27. Hoekstra, W. J.; Beavers, M. P.; Andrade-Gordon, P.; Evangelisto, M. E.; Keane, P. M.; Press, J. B.; Tomko, K. A.; Fan, F.; Kloczewiak, M.; Mayo, K. H.; Durkin, K. A. Liotta, D. C. J. Med Chem. 1995, 38, 1582.