Structure-based design of selective agonists for a rickets-associated mutant of the vitamin D receptor

Journal of the American Chemical Society

Volumn 124, Issue 46, 2002, Pages 13795-13805

  Swann, Steve L ^a   Bergh, Joel ^a   Farach Carson, Mary C ^a   Ocasio, Cory A ^a   Koh, John T ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COMPUTER AIDED DESIGN; GENES; HORMONES; MUTAGENESIS; VITAMINS;

RECEPTORS;

BIOCHEMISTRY;

CALCITRIOL; HORMONE RECEPTOR STIMULATING AGENT; LG 190155; LIGAND; UNCLASSIFIED DRUG; VITAMIN D RECEPTOR;

ARTICLE; CALCIUM TRANSPORT; DRUG ACTIVITY; DRUG DESIGN; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG STRUCTURE; GENE MUTATION; HOMEOSTASIS; HORMONE RECEPTOR INTERACTION; LIGAND BINDING; MISSENSE MUTATION; MULTIGENE FAMILY; PROTEIN DOMAIN; TRANSCRIPTION REGULATION; VITAMIN D RESISTANT RICKETS;

BIPHENYL COMPOUNDS; CALCITRIOL; CALCIUM; CELL MEMBRANE; CELLS, CULTURED; DRUG DESIGN; HUMANS; KETONES; MODELS, MOLECULAR; MONTE CARLO METHOD; MUTATION, MISSENSE; RECEPTORS, CALCITRIOL; RICKETS; STRUCTURE-ACTIVITY RELATIONSHIP; TRANS-ACTIVATION (GENETICS);

EID: 2242435340     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0268377     Document Type: Article

References (45)

1. Foster, B. A.; Coffey, H. A.; Morin. M. J.; Rastinejad, F. Science 1999, 286, 2507-2510.
2. Takeda, T.; Suzuki, S.; Lui, R. T.; DeGroot, L. J. J. Clin. Endocrinol. Metab. 1995, 80, 2033-2040.
3. Gardezi, S. A.; Nguyen, C.; Malloy, P. J.; Posner, G. H.; Feldman, D.; Peleg, S. J. Biol. Chem. 2001, 276, 29148-29156.
4. Aranda, A. A.; Pascual, A. Phys. Rev. 2001, 81, 1269-1304.
5. Whitfield, K.; Jurutka, P. W.; Haussler, C. A.; Haussler, M. R. J. Cell. Biochem. 1999, 32/33, 110-122.
6. Refetoff, S.; Weiss, R. S.; Usala, S. J. Endocr. Rev. 1993, 14, 348-399.
7. Gebert, J. F.; Moghal, N.; Frangioni, J. V.; Sugarbaker, D. J.; Beel, B. G. Oncogene 1991, 6, 1859-1868.
8. Veldscholte, J.; Ris-Stalpers, C.; Kuiper, G. G. J. M.; Jenster, G.; Berrevoets, C.; Claassen, E.; Vanrooij, H. C. J.; Trapman, J.; Brinkman, A. O.; Mulder, E. Biochem. Biophys. Res. Commun. 1990, 173, 534-540.
9. Taplin, M. E.; Bubley, G. L.; Shuster, T. D.; Frantz, M. E.; Spooner, A. E.; Ogata, G. K.; Keer, H. N.; Balk, S. P. N. Engl. J. Med. 1995, 332, 1393-1398.
10. Culig, Z.; Hobisch, A.; Hittmair, A.; Cronauer, M. V.; Radmayr, C.; Bartsch, G.; Klocker, H. Drugs Aging 1997, 10, 50-58.
11. Hughes, M. R.; Malloy, P. J.; Keiback, D. G.; Kesterson. R. A.; Pike, J. W.; Feldman, D.; O'Malley, B. W. Science 1988, 242, 1702-1705.
12. Kristjansson, K.; Rut, A. R.; Hewison, M.; O'Riordan, J. L. H.; Hughes, M. R. J. Clin. Invest. 1993, 92, 12-16.
13. Whitfield, G. K.; Selznick, S. H.; Haussler, C. A.; Hsieh, J. C.; Galligan, M. A.; Jurutka, P. W.; Thompson, P. D.; Lee, S. M.; Zerwekh, J. E.; Haussler, M. H. Mol. Endocrinol. 1986, 10, 1617-1631.
14. Maslen, G. L.; Williams, T. D.; Lewis, H.; Schafer, A. J.; Chatterjee, V. K.; O'Rahilly, S. Nature 1999, 402, 880-882.
15. Taplin, M.-E.; Bubley, G. J.; Ko, Y.-L.; Small, E.; Upton, M.; Rajeshkumar, B.; Balk, S. P. Cancer Res. 1999, 59, 2511-2515.
16. Ye, H. F.; O'Reilly, K. E.; Koh, J. T. J. Am. Chem. Soc. 2001, 123, 1521-1522.
17. Spiess, Y. H.; Price, P. A.; Deftos, J. L.; Manolagas, S. C. Endocrinology 1986, 118, 1340-1346.
18. Chen, T. C.; Castillo, L.; Korycka-Dahl, M.; Deluca, H. F. J. Nutr. 1974, 104, 1056-1060.
19. Makishima, M.; Lu, T. T.; Xie, W.; Whitfield, G. K.; Domoto, H.; Evans, R. M.; Haussler, M. R.; Mangelsdorf, D. J. Nature 2002, 296, 1313-1316.
20. Bhatia, M.; Kirkland, J. B.; Meckling-Gill, K. A. Exp. Cell Res. 1996, 222, 61-69.
21. Farach-Carson, M. C.; Ridall, A. L. Am. J. Kidney Dis. 1998, 31, 729-742.
22. Beno, D. W. A.; Brady, L. M.; Bissonnette, M.; Davis, B. H. J. Biol. Chem. 1995, 270, 3642-3647.
23. Nemere, I.; Yoshimoto, Y.; Norman, A. W. Endocrinology 1984, 115, 1476-1483.
24. Yoshimoto, Y.; Nemere, I.; Norman, A. W. Endocrinology 1986, 118, 2300-2304.
25. Zhou, L.-X.; Nemere, I.; Norman, A. W. J. Bone Miner. Res. 1992, 7, 457-463.
26. Norman, A. W.; Okamura, W. H.; Hammond, M. W.; Bishop, J. E.; Dormanen, M. C.; Bouillon, R.; van Baelen, H.; Ridall, A. L.; Daane, E.; Khoury, R.; Farach-Carson, M. C. Mol. Endocrinol. 1997, 11, 1518-1531.
27. Malloy, P. J.; Pike, J. W.; Feldman, D. Endocr. Rev. 1999, 20, 156-188.
28. Rochel, N.; Wurtz, J. M.; Mitschler, A.; Klaholz, B.; Moras, D. Mol. Cell. 2000, 5, 173-179.
29. Malloy, P. J.; Eccleshall, T. R.; Gross, C.; Van Maldergem, L.; Bouillon, R.; Feldman, D. J. Clin. Invest. 1997, 99, 297-304.
30. Boehm, M. F.; Fitzgerald, P.; Zou, A.; Elgort, M. G.; Bischoff, E. D.; Mere, L.; Mais, D. E.; Bissonnette, R. P.; Heyman, R. A.; Nadzan, A. M.; Reichman, M.; Allegretto, E. A. Chem. Biol. 1999, 6, 265-275.
31. Norman, A. W.; Ishizuka, S.; Okamura, W. H. J. Steroid Biochem. Mol. Biol. 2001, 76, 49-59.
32. McMartin, C.; Bohacek, R. J. Comput.-Aided Mol. Des. 1997, 11, 333-344.
33. Collingwood, T. N.; Urnov, F. D.; Wolffe, A. P. J. Mol. Endocrinol. 1999, 23, 255-275.
34. MacDonald, P. N.; Baudino, T. A.; Tokumaru, H.; Dowd, D. R.; Zhang, C. Steroids 2001, 66, 171-176.
35. Shi, Y.; Koh, J. T. Chem. Biol. 2001, 8, 501-510.
36. Kapoor, T. M.; Mitchison, T. J. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 9106-9111.
37. Koh, J. T. Chem. Biol. 2002, 9, 17-23.
38. Relative light units, RLU, are measured as the ratio of inducible firefly luciferase luminescence divided by the luminescence of the renilla luciferase control.
39. Meszaros, J. G.; Farach-Carson, M. C. Methods Enzymol. 1999, 282, 236-243.
40. Meszaros, J. G.; Karin, N. J.; Farach-Carson, M. C. Connect. Tissue Res. 1996, 35, 107-11.
41. Liu, R.; Li, W.; Karin, N. J.; Bergh, J. J.; Adler-Storthz, K.; Farach-Carson, M. C. J. Biol. Chem. 2000, 275, 8711-8718.
42. Yamamoto, S.; Hijiya, N.; Setoguchi, M.; Matsuura, K.; Ishida, T.; Higuchi, Y.; Akizuki, S. Ann. N. Y. Acad. Sci. 1995, 760, 44-58.
43. Andrews, D. R.; Barton, D. H. R.; Hesse, R. H.; Pechet, M. M. J. Org. Chem. 1986, 51, 4819-4828.
44. Kelley, J. L.; Linn, J. A.; Selway, J. W. T. J. Med. Chem. 1989, 32, 1757-1763.
45. Summers, J. B.; Gunn, B. P.; Martin J. G.; Martin, M. B.; Mazdiyasni, H.; Stewart, A. O.; Young, P. R.; Bouski, J. B.; Goetze, A. M.; et al. J. Med. Chem. 1988, 31, 1960-1964.