Search for surrogates: A study of endothelin receptor antagonist structure activity relationships

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 7, 1997, Pages 933-938

  Raju, B ^a,b   Okun, Ilya ^a   Stavros, Fiona ^a,b   Chan, Ming Fai ^a  

^a Immuno Pharmaceutics Inc   (United States)

^b TEXAS BIOTECHNOLOGY CORPORATION   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENDOTHELIN A RECEPTOR; ENDOTHELIN B RECEPTOR; ENDOTHELIN RECEPTOR ANTAGONIST; SULFONAMIDE; THIOPHENE DERIVATIVE;

ARTICLE; BINDING AFFINITY; DRUG DESIGN; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; HUMAN; IN VITRO STUDY; STRUCTURE ACTIVITY RELATION;

EID: 0030937452     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00132-7     Document Type: Article

References (27)

1. Presented in part at the ACS National Meeting, Louisiana, New Orleans, April, 1996, Abstract MEDI 147.
2. (a) Yanagisawa, M.; Kurihra, H.; Kimura, S.; Tomobe, Y.; Kobayashi, M.; Mitisui, Y.; Yazaki, Y.; Goto, K.; Masaki, T. Nature (London) 1988, 332, 411;
3. (b) Inoue, A.; Yanagisawa, M.; Kimura, S.; Kasuya, Y.; Miyauichi, S.; Goto, K.; Masaki, T. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 2863;
4. (c) Shinmi, O.; Kimura, S.; Sawamura, T.; Sugita, Y.; Yoshizawa, T. Biochem. Biophys. Res. Commun. 1989, 164, 587.
5. Wollberg, Z.; Shabo-Shina, R.; Intrator, N.; Bdolah, A.; Kochva, E.; Shavit, G.; Oron, Y.; Vidne, B. A.; Gitter, S. Toxicon 1988, 26, 525.
6. Endothelin Receptors: From the Gene to the Human; Ruffolo Jr, R. R., Ed.; CRC: Florida, 1995; pp 1-271.
7. (a) Arai, H.; Hori, S.; Aramori, I.; Ohkubo, H.; Nakanishi, S. Nature (London) 1990, 348, 730;
8. (b) Sakurai, T.; Yanagisawa, M.; Takuwa, Y.; Miyazaki, H.; Kimura, S.; Goto, K.; Masaki, T. Nature (London) 1990, 348, 732;
9. (c) Karne, S.; Jayawickreme, C. K.; Lerner, M. R. J. Biol. Chem. 1993, 268, 19126.
10. For reviews see: (a) Walsh, T. F. Annu. Rep. Med. Chem. 1995, 30, 91; and references cited therein;
11. (b) Battistini, B.; Botting, R. Drugs News and Perspectives. 1995, 8, 365.
12. (a) Chan, M. F.; Okun, I.; Stavros, F. D.; Hwang, E.; Wolff, M. E.; Balaji, V. N. Biochem. Biophys. Res. Commun. 1994, 201, 228;
13. (b) Raju, B.; Wu, C.; Kois, A.; Verner, E. J.; Okun, I.; Stavros, F. D.; Chan, M. F. Bioorg. Med. Chem. Lett. 1996, 6, 2651;
14. (c) Raju, B.; Wu, C.; Castillo, R.: Okun, I.; Stavros, F. D.; Chan, M. F. Abstracts of Papers, 211th National Meeting Of the American Chemical Society, New Orleans, LA; American Chemical Society: Washington, DC, 1996; Abstract MEDI 145;
15. (d) Wu, C.; Raju, B.; Okun, I.; Stavros, F. D.; Chan, M. F. J. Med. Chem. Submitted;
16. (e) Verner, E. J.; Kois, A.; Raju, B.; Wu, C.; Venktachalapathi, Y. V.; Castillo, R.; Hwang, E.; Okun, I.; Stavros, F. D.; Balaji, V. N.; Wolff, M. E.; Chan, M. F. Abstracts of Papers, 208th National Meeting of American Chemical Society, Washington, DC; American Chemical Society: Washington, DC, 1994; Abstract MEDI 215. A full account of this work has been submitted to Biorg. Med. Chem. for publication;
17. (f) Chan, M. F.; Raju, B.; Kois, A.; Verner, E. J.; Wu, C.; Castillo, R., Venktachalapathi, Y. V.; Okun, I.; Hwang, E.; Stavros, F. D.; Balaji, V. N. Abstracts of Papers, 209th National Meeting of American Chemical Society, Anaheim, CA; American Chemical Society: Washington, DC, 1995; Abstracts MEDI 167 and 168;
18. (g) Stein, P. D.; Hunt, J. T.; Floyd, D. M.; Moreland, S.; Dickenson, K. E. J.; Mitchell, C.; Liu, E. C.; Webb, M. L.; Murugesan, N.; Dickey, J.; McMullen, C.; Zhang, R.; Lee, V. G.; Serafino, R.; Delaney, C.; Schaeffer, T. R.; Kozlowski, M. J. Med. Chem. 1994, 37, 329;
19. (h) Webb, M.; Bird, J.; Liu, E.; Rose, P. N.; Serafino, R.; Stein, P.; Moreland, S. J. Pharmacol. Exp. Ther. 1995, 272, 1124;
20. (i) Osswald, M.; Mederski, W.; Dorsch, D.; Christalder, M.; Wilm, C.; Schmitges, C-J.; Ladstetter, B. Abstracts of Papers, 211th National Meeting Of the American Chemical Society, New Orleans, LA; American Chemical Society: Washington, DC, 1996; Abstract MEDI 143;
21. (j) Clozel, M.; Breu, V.; Gray, G. A.; Kalina, B.; Loffler, B.; Burri, K.; Cassal, J.; Hirth, G.; Muller, M.; Neidhart, W.; Ramuz, H. J. Pharmacol. Exp. Ther. 1994, 270, 228;
22. (k) Chan, M. F.; Raju, B.; Kois, A.; Castillo, R. S.; Verner, E. J.; Wu, C.; Hwang, E.; Okun, I.; Stavros, F. D.; Balaji, V. N. Bioorg. Med. Chem. Lett. 1996, 6, 2393.
23. Norman, B. H.; Kroin, J. S. J. Org. Chem. 1996, 61, 4990.
24. Kellog, R. M.; Schapp, A. P.; Harper, E. T.; Wynberg, H.; J. Org. Chem. 1968, 33, 2902.
25. 3CN (Linear gradient) over 30 min period.
26. Greene, T. W.; Wuts, P. G. In Protective Groups in Organic Synthesis; John Wiley: New York, 1991; 379.
27. Stavros, F. D.; Hasel, K. W.; Okun, I.; Baldwin, J.; Feriks, K. J. Cardivasc. Pharmacol. 1993, 22, S34; Binding assays were conducted at 24°C.