Phosphinic acid inhibitors of matrix metalloproteinases

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 3, 1996, Pages 323-328

  Caldwell, Charles G ^a   Sahoo, Soumya P ^a   Polo, Scott A ^a   Eversole, Randall R ^a   Lanza, Thomas J ^a   Mills, Sander G ^a   Niedzwiecki, Lisa M ^a   Izquierdo Martin, Maria ^a   Chang, Benedict C ^a   Harrison, Richard K ^a,b   Kuo, David W ^a   Lin, T Y ^a   Stein, Ross L ^a   Durette, Philippe L ^a   Hagmann, William K ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

^b JOHNSON AND JOHNSON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COLLAGENASE; ENZYME INHIBITOR; GELATINASE; METALLOPROTEINASE INHIBITOR; PHOSPHINIC ACID DERIVATIVE; STROMELYSIN;

ARTICLE; DRUG SYNTHESIS; ENZYME INHIBITION; STRUCTURE ACTIVITY RELATION;

EID: 0030063269     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00023-6     Document Type: Article

References (26)

1. Woessner, E. M. FASEB J. 1991, 5, 2145.
2. Schwartz, M. A.; Van Wart, H. E. in Progress in Medicinal Chemistry - Vol. 29; Ellis, G. P. and Luscombe, D. K., Eds.; Elsevier Science Publishers: London, 1992; Chapter 8, pp. 271.
3. Beeley, N. R. A.; Ansell, P. J. A.; Docherty, A. J. P. Curr. Opin. Ther. Patents 1994, 4, 7.
4. Tetlow, L. C.; Lees, M.; Ogata, Y.; Nagase, H.; Woolley, D. E. Rheumatol. Int. 1993, 13, 53
5. Yang, M.; Kurkinen, M. Eur. J. Biochem. 1994, 222, 651.
6. Okada, Y.; Shinmei, M.; Tanaka, O.; Naka, K.; Kimura, A.; Nakanishi, I.; Bayliss, M. T.; Iwata, K.; Nagase, H. Lab. Invest. 1992, 66, 680.
7. Elliott, R.L.; Marks, N.; Berg, M.J.; Portoghese, P.S. J. Med. Chem. 1985, 28, 1208.
8. Thottathil, J.K.; Wong, M.K.Y. Tetrahedron Lett. 1986, 27, 5441.
9. Fitch, S.J. J. Am. Chem. Soc. 1964, 86, 61.
10. Broadhurst, M.J.; Handa, B.K.; Johnson, W.H.; Lawton, G.; Machin, P.J. Eur. Pat. 276436-A, 1988.
11. Thottathil, J.K.; Przybyla, C.A.; Moniot, J.L. Tetrahedron Lett. 1984, 25, 4737.
12. Press, J.B.; Wright, W.B., Jr.; Chan, P.S.; Marsico, J.W.; Haug, M.F.; Tauber, J.; Tomcufik, A.S. J. Med. Chem. 1986, 29, 816.
13. Weller, H.N.; Rom, M.B. J. Enzyme Inhibition 1988, 2, 183.
14. Boyd, E.A.; Corless, M.; James, K.; Regan, A.C. Tetrahedron Lett. 1990, 31, 2933.
15. Chapman, K. T.; Kopka, I. E.; Durette, P. L.; Esser, C. K.; Lanza, T. J.; Izquierdo-Martin, M.; Niedzwiecki, L.; Chang, B.; Harrison, R. K.; Kuo, D. W.; Lin, T.-Y.; Stein, R. L.; Hagmann, W. K. J. Med. Chem. 1993, 36, 4293.
16. Johnson, W. H.; Roberts, N. A.; Borkakoti, N. J. Enzyme Inhibition 1987, 2, 1.
17. Kortylewicz, Z. P.; Galardy, R. E. J. Med. Chem. 1990, 33, 263.
18. Hunter, D. J.; Bird, J.; Cassidy, F.; De Mello, R. C.; Harper, G. P.; Karran, E. H.; Markwell, R. E.; Miles-Williams, A. J.; Ward, R. W. Bioorg. Med. Chem. Lett. 1994, 4, 2833.
19. Goulet, J. L.; Kinneary, J. F.; Durette, P. L.; Stein, R. L.; Harrison, R. K.; Izquierdo-Martin, M.; Kuo, D. W.; Lin, T.-Y.; Hagmann, W. K. Bioorg. Med. Chem. Lett. 1994, 4, 1221.
20. Niedzwiecki, L.; Teahan, J.; Harrison, R. K.; Stein, R. L. Biochemistry 1992, 31, 12618.
21. Purchased from Elastin Products, Pacific, Missouri, USA.
22. Bartlett, P. A.; Marlowe, C. Science 1987, 235, 569.
23. Kaplan, A.; Bartlett, P. A. Biochemistry 1991, 30, 8165.
24. Karanewsky, D. S.; Badia, M. C.; Cushman, D. W.; DeForrest, J. M.; Dejneka, T.; Loots, M. J.; Perri, M. G.; Petrillo, E. W.; Powell, J. R. J. Med. Chem. 1988, 31, 204.
25. Netzel-Arnett, S.; Sang, Q.-X.; Moore, W. G. I.; Navre, M.; Birkedal-Hansen, H.; Van Wart, H. E. Biochemistry 1993, 32, 6427.
26. Nagase, H.; Fields, C. G.; Fields, G. B. J. Biol. Chem. 1994, 269, 20952.