A new mode of mineralocorticoid receptor antagonism by a potent and selective nonsteroidal molecule

Journal of Biological Chemistry

Volumn 285, Issue 39, 2010, Pages 29932-29940

  Fagart, Jérôme ^b,c,d   Hillisch, Alexander ^a   Huyet, Jessica ^b,c   Bärfacker, Lars ^a   Fay, Michel ^b,c   Pleiss, Ulrich ^a   Pook, Elisabeth ^a   Schäfer, Stefan ^a,e   Rafestin Oblin, Marie Edith ^b,c   Kolkhof, Peter ^a  

^a BAYER PHARMA AG   (Germany)

^b CENTRE DE RECHERCHE BIOMÉDICALE BICHAT BEAUJON CRB3   (France)

^c UNIVERSITÉ PARIS DESCARTES   (France)

^d INSERM   (France)

^e SYNTHON BV   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM; CHEMICAL COMPOUNDS; DOCKING; LIGANDS;

ALANINE-SCANNING MUTAGENESIS; BIOCHEMICAL STUDIES; CALCIUM CHANNELS; CHEMICAL CLASS; DIHYDROPYRIDINES; IN-VITRO; LIGAND BINDING; LIGAND BINDING DOMAIN; MINERALOCORTICOID RECEPTORS; PASSIVE MECHANISM; STEROID HORMONE RECEPTORS;

CRYSTAL STRUCTURE;

ANDROGEN RECEPTOR; BR 4628; CALCIUM CHANNEL L TYPE; DIHYDROPYRIDINE DERIVATIVE; EPLERENONE; GLUCOCORTICOID RECEPTOR; MINERALOCORTICOID RECEPTOR; MINERALOCORTICOID RECEPTOR ANTAGONIST; NITRENDIPINE; PROGESTERONE RECEPTOR; SPIRONOLACTONE; STEROID RECEPTOR; UNCLASSIFIED DRUG; LIGAND; MINERALOCORTICOID ANTAGONIST;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG MECHANISM; DRUG POTENCY; DRUG SCREENING; HORMONE RECEPTOR INTERACTION; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; LIGAND BINDING; MALE; MUTAGENESIS; NONHUMAN; PRIORITY JOURNAL; PROCESS OPTIMIZATION; RAT; AMINO ACID SUBSTITUTION; ANIMAL; BINDING SITE; CHEMISTRY; CHO CELL LINE; CRICETULUS; GENETICS; HAMSTER; METABOLISM; MISSENSE MUTATION; X RAY CRYSTALLOGRAPHY;

AMINO ACID SUBSTITUTION; ANIMALS; BINDING SITES; CALCIUM CHANNELS, L-TYPE; CHO CELLS; CRICETINAE; CRICETULUS; CRYSTALLOGRAPHY, X-RAY; DIHYDROPYRIDINES; DRUG EVALUATION, PRECLINICAL; HUMANS; LIGANDS; MINERALOCORTICOID RECEPTOR ANTAGONISTS; MUTATION, MISSENSE; RECEPTORS, MINERALOCORTICOID;

EID: 77956909015     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M110.131342     Document Type: Article

References (46)

1. Horisberger, J. D., and Rossier, B. C. (1992) Hypertension 19, 221-227
2. Bonvalet, J. P. (1998) Kidney Int. Suppl. 65, S49-S56
3. Evans, R. M. (1988) Science 240, 889-895
4. Geller, D. S., Rodriguez-Soriano, J., Vallo Boado, A., Schifter, S., Bayer, M., Chang, S. S., and Lifton, R. P. (1998) Nat. Genet. 19, 279-281
5. Sartorato, P., Cluzeaud, F., Fagart, J., Viengchareun, S., Lombès, M., and Zennaro, M. C. (2004) Mol. Endocrinol. 18, 2151-2165
6. Geller, D. S., Zhang, J., Zennaro, M. C., Vallo-Boado, A., Rodriguez-Soriano, J., Furu, L., Haws, R., Metzger, D., Botelho, B., Karaviti, L., Haqq, A. M., Corey, H., Janssens, S., Corvol, P., and Lifton, R. P. (2006) J. Am. Soc. Nephrol. 17, 1429-1436
7. Pujo, L., Fagart, J., Gary, F., Papadimitriou, D. T., Claës, A., Jeunemaître, X., and Zennaro, M. C. (2007) Hum. Mutat. 28, 33-40
8. Geller, D. S., Farhi, A., Pinkerton, N., Fradley, M., Moritz, M., Spitzer, A., Meinke, G., Tsai, F. T., Sigler, P. B., and Lifton, R. P. (2000) Science 289, 119-123
9. Delcayre, C., and Silvestre, J. S. (1999) Cardiovasc. Res. 43, 7-12
10. Funder, J. W. (2005) J. Steroid Biochem. Mol. Biol. 93, 121-125
11. Kagawa, C. M., Cella, J. A., and Van Arman, C. G. (1957) Science 126, 1015-1016
12. Liddle, G. W. (1957) Science 126, 1016-1018
13. de Gasparo, M., Joss, U., Ramjoué, H. P., Whitebread, S. E., Haenni, H., Schenkel, L., Kraehenbuehl, C., Biollaz, M., Grob, J., Schmidlin, J., et al. (1987) J. Pharmacol. Exp. Ther. 240, 650-656
14. de Gasparo, M., Whitebread, S. E., Preiswerk, G., Jeunemaître, X., Corvol, P., and Ménard, J. (1989) J. Steroid Biochem. 32, 223-227
15. Jeunemaitre, X., Chatellier, G., Kreft-Jais, C., Charru, A., DeVries, C., Plouin, P. F., Corvol, P., and Menard, J. (1987) Am. J. Cardiol. 60, 820-825
16. Croom, K. F., and Perry, C. M. (2005) Am. J. Cardiovasc. Drugs 5, 51-69
17. Pitt, B., Zannad, F., Remme, W. J., Cody, R., Castaigne, A., Perez, A., Palensky, J., and Wittes, J. (1999) N. Engl. J. Med. 341, 709-717
18. Pitt, B., Remme, W., Zannad, F., Neaton, J., Martinez, F., Roniker, B., Bittman, R., Hurley, S., Kleiman, J., and Gatlin, M. (2003) N. Engl. J. Med. 348, 1309-1321
19. Corvol, P., Mahoudeau, J. A., Valcke, J. C., Ménard, J., and Bricaire, H. (1976) Nouv. Presse Med. 5, 691-694
20. Garthwaite, S. M., and McMahon, E. G. (2004) Mol. Cell. Endocrinol. 217, 27-31
21. Weinberger, M. H., Roniker, B., Krause, S. L., and Weiss, R. J. (2002) Am. J. Hypertens. 15, 709-716
22. Hultman, M. L., Krasnoperova, N. V., Li, S., Du, S., Xia, C., Dietz, J. D., Lala, D. S., Welsch, D. J., and Hu, X. (2005) Mol. Endocrinol. 19, 1460-1473
23. Kolkhof, P., Bärfacker, L., Hillisch, A., Haning, H., and Schäfer, S. (2008) in Nuclear Receptors as Drug Targets (Ottow, E., and Weinmann, H., eds) pp. 409-429, Wiley-VCH Verlag, Berlin
24. Meyer, H., Bossert, F., Wehinger, E., Stoepel, K., and Vater, W. (1981) Arzneimittelforschung 31, 407-409
25. Fagart, J., Wurtz, J. M., Souque, A., Hellal-Levy, C., Moras, D., and Rafestin-Oblin, M. E. (1998) EMBO J. 17, 3317-3325
26. Auzou, G., Fagart, J., Souque, A., Hellal-Lévy, C., Wurtz, J. M., Moras, D., and Rafestin-Oblin, M. E. (2000) Mol. Pharmacol. 58, 684-691
27. Fagart, J., Seguin, C., Pinon, G. M., and Rafestin-Oblin, M. E. (2005) Mol. Pharmacol. 67, 1714-1722
28. Fagart, J., Huyet, J., Pinon, G. M., Rochel, M., Mayer, C., and Rafestin-Oblin, M. E. (2005) Nat. Struct. Mol. Biol. 12, 554-555
29. Gouilleux, F., Sola, B., Couette, B., and Richard-Foy, H. (1991) Nucleic Acids Res. 19, 1563-1569
30. Huyet, J., Pinon, G. M., Fay, M. R., Fagart, J., and Rafestin-Oblin, M. E. (2007) Mol. Pharmacol. 72, 563-571
31. Brandish, P. E., Chen, H., Szczerba, P., and Hershey, J. C. (2008) J. Pharmacol. Toxicol. Methods 57, 155-160
32. Claire, M., Rafestin-Oblin, M. E., Michaud, A., Corvol, P., Venot, A., Roth-Meyer, C., Boisvieux, J. F., and Mallet, A. (1978) FEBS Lett. 88, 295-299
33. Kuhl, A., Kolkhof, P., Heckroth, H., Schlemmer, K. H., Flamme, I., Perez, S. F., Gielen-Haertwig, H., Grosser, R., Ergüden, J. K., and Lang, D. (2007) 4-CHROMENONYL-l,4-DIHYDROPYRIDINES AND THEIR USE. WO2007/025604
34. Meredith, P. A., and Elliott, H. L. (2004) J. Hypertens. 22, 1641-1648
35. Bledsoe, R. K., Madauss, K. P., Holt, J. A., Apolito, C. J., Lambert, M. H., Pearce, K. H., Stanley, T. B., Stewart, E. L., Trump, R. P., Willson, T. M., and Williams, S. P. (2005) J. Biol. Chem. 280, 31283-31293
36. Li, Y., Suino, K., Daugherty, J., and Xu, H. E. (2005) Mol. Cell 19, 367-380
37. Zhang, J., and Geller, D. S. (2008) J. Steroid Biochem. Mol. Biol. 109, 279-285
38. Couette, B., Jalaguier, S., Hellal-Levy, C., Lupo, B., Fagart, J., Auzou, G., and Rafestin-Oblin, M. E. (1998) Mol. Endocrinol. 12, 855-863
39. Dietz, J. D., Du, S., Bolten, C. W., Payne, M. A., Xia, C., Blinn, J. R., Funder, J. W., and Hu, X. (2008) Hypertension 51, 742-748
40. Shiau, A. K., Barstad, D., Radek, J. T., Meyers, M. J., Nettles, K. W., Katzenellenbogen, B. S., Katzenellenbogen, J. A., Agard, D. A., and Greene, G. L. (2002) Nat. Struct. Biol. 9, 359-364
41. Söderholm, A. A., Lehtovuori, P. T., and Nyrönen, T. H. (2005) J. Med. Chem. 48, 917-925
42. Bohl, C. E., Gao, W., Miller, D. D., Bell, C. E., and Dalton, J. T. (2005) Proc. Natl. Acad. Sci. U.S.A. 102, 6201-6206
43. Bohl, C. E., Miller, D. D., Chen, J., Bell, C. E., and Dalton, J. T. (2005) J. Biol. Chem. 280, 37747-37754
44. Funder, J. W. (2005) Nat. Clin. Pract. Endocrinol. Metab. 1, 4-5
45. Kleywegt, G. J., and Jones, T. A. (1994) Acta Crystallogr. D Biol. Crystallogr. 50, 178-185
46. Ehlert, F. J., Roeske, W. R., Itoga, E., and Yamamura, H. I. (1982) Life Sci. 30, 2191-2202