Potent and specific inhibition of human leukocyte elastase, cathepsin G and proteinase 3 by sulfone derivatives employing the 1,2,5-thiadiazolidin-3-one 1,1 dioxide scaffold

Bioorganic and Medicinal Chemistry

Volumn 6, Issue 6, 1998, Pages 661-671

  Groutas, William C ^a   Kuang, Rongze ^a   Ruan, Sumei ^a   Epp, Jeffrey B ^a   Venkataraman, Radhika ^a   Truong, Tien M ^a  

^a WICHITA STATE UNIVERSITY   (United States)

Author keywords

1,2,5 Thiadiazolidin 3 one 1,1 dioxide; Cathepsin G; Elastase; Protease inhibitors; Proteinase 3

Indexed keywords

CATHEPSIN G; ELASTASE; ELASTASE INHIBITOR; ENZYME INHIBITOR; HYDANTOIN DERIVATIVE; MYELOBLASTIN; PROTEINASE INHIBITOR; SULFONE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; MOLECULAR MODEL; STRUCTURE ACTIVITY RELATION;

CATHEPSINS; HUMANS; KINETICS; LEUKOCYTE ELASTASE; MODELS, MOLECULAR; MYELOBLASTIN; SERINE ENDOPEPTIDASES; SERINE PROTEINASE INHIBITORS; STRUCTURE-ACTIVITY RELATIONSHIP; THIADIAZOLES;

FELIS CATUS;

EID: 0031835168     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(98)00006-6     Document Type: Article

References (15)

1. Crystal, R. G. J. Clin. Invest. 1990, 85, 1343.
2. Fujita, J.; Nelson, N. L.; Daughton, D. M.; Dobry, C. A.; Spurzem, J. R.; Irino, S.; Rennard, S. I. Am. Rev. Resp. Dis. 1990, 142, 57.
3. Wiedow, O.; Wiese, F.; Christophers, E. Arch. Dermatol. Res. 1995, 287, 632.
4. Zimmerman, B. J.; Granger, D. N. Am. J. Physiol. 1990, 259, H390.
5. (a) Groutas, W. C.; Kuang, R.; Venkataraman, R. Biochem. Biophys. Res. Comm. 1994, 198, 341;
6. (b) Groutas, W. C.; US Patent 5,550,139, August 27, 1996.
7. Groutas, W. C.; Kuang, R.; Venkataraman, R.; Epp, J. B.; Ruan, S., Prakash, O. Biochemistry 1997, 36, 4739.
8. Morrison, J. F.; Walsh, C. T. Adv. Enzymol. 1988, 61, 201.
9. Bode, W.; Wei, A.-Z.; Huber, R.; Meyer, E. F.; Travis, J.; Neumann, S. EMBO J. 1986, 5, 2453.
10. Fujinaga, M.; Chernaia, M. M.; Halenbeck, R.; Koths, K.; James, M. N. G. J. Mol. Biol. 1996, 261, 267.
11. Brubaker, M. J.; Groutas, W. C.; Hoidal, J. R.; Rao, N. V. Biochem. Biophys. Res. Comm. 1992, 188, 1318.
12. Kam, C.-H.; Kerrigan, J. E.; Dolman, K. M.; Goldschmeding, R.; Von Dem Borne, A. E. G. Kr.; Powers, J. C. FEBS Lett. 1992, 297, 119.
13. Veale, C. A.; Bernstein, P. R.; Bryant, C.; Ceccarelli, C.; Damewood, J. R.; Earley, R.; Feeney, S. W.; Gomes, B.; Kosmider, B. J.; Steelman, G. B.; Thomas, R. M.; Vacek, E. P.; Williams, J. C.; Wolanin, D. J.; Woolson, S. J. Med. Chem. 1995, 38, 98.
14. Shah, K. S.; Dorn, C. P.; Finke, P. E.; Hale, J. J.; Hagmann, W. K.; Brause, K. A.; Chandler, G. O.; Kissinger, A. L.; Ashe, B. M.; Weston, H.; Knight, W. B.; Maycock, A. L.; Dellea, P. S.; Fletcher, D. S.; Hand, K. M.; Mumford, R. A.; Underwood, D. J.; Doherty, J. B. J. Med. Chem. 1992, 35, 3745.
15. Hlasta, D. J.; Subramanyam, C.; Bell, M. R.; Carabateas, P. M.; Court, J. J.; Desai, R. C.; Drozd, M. L.; Eickhoff, W. M.; Ferguson, E. W.; Gordon, R. J.; Johnson, J. A.; Kumar, V.; Maycock, A. L.; Mueller, K. R.; Pagani, E. D.; Robinson, D. T.; Saindane, M. T.; Silver, P. J.; Subramanian, S. J. Med. Chem. 1995, 38, 739.