Discovery of a new class of p38 kinase inhibitors

Author:

Dumas Jacques,Sibley Robert,Riedl Bernd,Monahan Mary Katherine,Lee Wendy,Lowinger Timothy B,Redman Anikó M,Johnson Jeffrey S,Kingery-Wood Jill,Scott William J,Smith Roger A,Bobko Mark,Schoenleber Robert,Ranges Gerald E,Housley Timothy J,Bhargava Ajay,Wilhelm Scott M,Shrikhande Alka

Publisher

Elsevier BV

Subject

Organic Chemistry,Clinical Biochemistry,Drug Discovery,Pharmaceutical Science,Molecular Biology,Molecular Medicine,Biochemistry

Reference15 articles.

1. Lee, J. C.; Laydon, J. T.; McDonnell, P. C.; Gallagher, T. F.; Kumar, S.; Green, D.; McNulty, D.; Blumenthal, M. J.; Heys, J. R.; Landvatter, S. W.; Stricker, J. E.; McLaughlin, M. M.; Siemens, I. R.; Fisher, S. M.; Livi, G. P.; White, J. R.; Adams, J. L.; Yound, P. R. Nature 1994, 372, 739. Han, J.; Lee, J.-D.; Bibbs, L.; Ulevitch, R. J. Science 1994, 265, 808.

2. Gallagher, T. F.; Fier-Thompson, S. M.; Garigipati, R. S.; Sorenson, M. E.; Smietana, J. M.; Lee, D.; Bender, P. E.; Lee, J. C.; Laydon, J. T.; Chabot-Fletcher, M. C.; Breton, J. J.; Adams, J. L. Bioorg. Med. Chem. Lett. 1995, 5, 1171. Boehm, J. C.; Smietana, J. M.; Sorenson, M. E.; Gallagher, T. F.; Sheldrake, P. L.; Bradbeer, J.; Badger, A. M.; Laydon, J. T.; Lee, J. C.; Hillegrass, L. M.; Griswold, D. E.; Breton, J. J.; Chabot-Fletcher, M. C.; Adams, J. L. J. Med. Chem. 1996, 39, 3929.

3. The structural basis for the specificity of pyridinylimidazole inhibitors of p38 MAP kinase

4. Purified and His-tagged p38 α2 (expressed in E. coli) was activated in vitro by MMK-6 to a high specific activity. Using a microtiter format, all reactions were conducted in 100 μL volumes with reagents diluted to yield 0.05 μg/well of activated p38 α2 and 10 μg/well of myelin basic protein in assay buffer (25 mM HEPES 7.4, 20 mM MgCl2, 150 mM NaCl). Test compounds (5 μL of a 10% DMSO solution in water) were prepared and diluted into the assay to cover a final concentration range from 5 nM to 2.5 μM. The kinase assay was initiated by addition of 25 μL of an ATP cocktail to give a final concentration of 10 μM cold ATP and 0.2 μCi [γ-33P] ATP per well (200–400 dpm/pmol of ATP). The plate was incubated at 32°C for 35 min and the reaction quenched with 7 μL of a 1 N aq HCl solution. The samples were harvested onto a P30 Filtermat (Wallac, Inc.) using a TomTec 1295 Harvester (Wallac, Inc.), and counted in a LKB 1205 Betaplate Liquid Scintillation Counter (Wallac, Inc.). Negative controls included substrate plus ATP alone. SmithKline Beecham's SB203580 (1) was used as a standard (IC50=20 nM). At least two independent IC50 determinations were performed on each compound, and the mean value is reported. In all cases, standard deviations were less than 50% of the mean IC50 value.

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