Acylation versus sulfonylation in the inhibition of elastase by 3-oxo-beta-sultams

• Author
• Author
• Author

(1) Baxter, N. J.; Rigoreau, L. J. M.; Laws, A. P.; Page, M. I. J. Am. Chem.
Soc. 2000, 112, 3375-3385; J. Chem. Soc., Perkin Trans. 2 1996, 2245-
2246.
(2) Hinchliffe, P. S.; Wood, J. M.; Davis, A. M.; Austin, R. P.; Beckett, R.
P.; Page, M. I. Org. Biomol. Chem. 2003, 1, 67-80.
(3) Page, M. I. Enzyme Inhibition. In ComprehensiVe Medicinal Chemistry;
Sammes, P. G., Ed.; Pergamon: Oxford, 1990; Vol. 2, pp 61-87.
(4) Metz, W. A.; Peet, N. P. Prog. Inflammation Res. 1999, 9, 853-868.
(5) Bode, W.; Meyer, E., Jr.; Powers, J. C. Biochemistry 1989, 28, 1951-
1963.
(6) Macdonald, S. J. F. et al. Bioorg. Med. Chem. Lett. 2001, 11, 895-898.
(7) Page M. I., Ed. The Chemistry of â-Lactams; Blackie: Glasgow, 1992.
(8) (a) Chabin, R.; Green, B. G.; Gale, P.; Maycock, A. L.; Weston, H.; Dorn,
C. P.; Finke, P. E.; Hagmann, W. K.; Hale, J. J.; MacCoss, M.; Shah, S.
K.; Underwood, D.; Doherty, J. B.; Knight, W. B. Biochemistry 1993,
32, 8970-8980. (b) Beauve, C.; Bouchet, M.; Touillaux, R.; Fastrez, J.;
Marchand-Brynaert, J. Tetrahedron 1999, 55, 13301-13320.
(9) Wood, J. M.; Page, M. I. Trends Heterocycl. Chem. 2002, 8, 19-34.
(10) Page, M. I. Acc. Chem. Res. 2004, 37, 297-303.
(11) Macdonald, S. J. F. et al. Bioorg. Med. Chem. Lett. 2001, 11, 243-246.
(12) Sykes, N. O.; Macdonald, S. J. F.; Page, M. I. J. Med. Chem. 2002, 45,
2850-2856.
(13) Ahmed, N.; Tsang, W. Y.; Page, M. I. Org. Lett. 2004, 6, 201-203.
(14) (a) Eriksson, S. O.; Jakobsson M. Acta Pharm. Suec. 1973, 10, 63-74.
(b) Matsui, S.; Aida H. J. Chem. Soc., Perkin Trans. 2 1978, 1277-
1280.
(15) Wilmouth, R. C.; Westwood, N. J.; Anderson, K.; Brownlee, W.; Claridge,
T. D. W.; Clifton, I. J.; Pritchard, G. J.; Aplin, R. T.; Schofield, C. J.
Biochemistry 1998, 37, 17506-17513.
(16) Firestone, R. A.; Barker, P. L.; Pisano, J. M.; Ashe, B. M.; Dahlgren, M.
E. Tetrahedron 1990, 46, 2255-2262.
JA050787Z