Structure-activity relationships of steroids with mineralocorticoid activity

European Journal of Medicinal Chemistry

Volumn 32, Issue 11, 1997, Pages 869-879

  Grassy, G ^a   Fagart, J ^b   Calas, B ^a   Adenot, M ^a   Rafestin Oblin, M E ^b   Auzou, G ^b  

^a CENTRE DE BIOCHIMIE STRUCTURALE   (France)

^b INSERM   (France)

Author keywords

Antimineralocorticoids; Steroids; Structure activity relationship; Variable mapping

Indexed keywords

ALDOSTERONE; ALDOSTERONE ANTAGONIST; CORTICOSTERONE; DEXAMETHASONE; HYDROCORTISONE; MINERALOCORTICOID RECEPTOR; PROGESTERONE; PROGESTERONE DERIVATIVE; TRIAMCINOLONE;

ARTICLE; DISCRIMINANT ANALYSIS; DISSOCIATION CONSTANT; DRUG ACTIVITY; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LIPOPHILICITY; QUANTUM MECHANICS; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

EID: 0030670949     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0223-5234(97)82772-9     Document Type: Article

References (46)

1. Arriza JL, Weinberger C, Cerelli G, Glaser TM, Handelin B, Housman E, Evans RM (1987) Science 237, 268-275
2. Evans RM (1988) Science 240, 889-895
3. Tsai MJ, O'Malley BW (1994) Annu Rev Biochem 63,451-186
4. Rafestin-Oblin ME, Couette B, Radanyi C, Lombès M, Baulieu EE (1989) J Bial Chem 264, 9304
5. Schulman G, Daniel V, Cooper M, Alnemri ES, Maksymowych AB, Litwack G (1992) Receptor 2, 181-194
6. Caamano CA, Morano MI, Patel PD, Watson SJ, Akil H (1993) Biochemistry 32, 8589-8595
7. Nemoto T, Ohara-Nemoto Y, Sato N, Ota M (1993) J Biochem 113, 769-775
8. Lombès M, Binart N, Oblin ME, Joulin V, Baulieu EE (1993) Biochem J 292, 577-583
9. Trapp T, Rupprecht R, Castren M, Reul JM, Holsboer F (1994) Neuron 13, 1457-1462
10. Trapp T, Holsboer F (1995) Biochem Biophys Res Com 215, 286-291
11. Couette B, Fagart J, Jalaguier S, Lombès M, Souque A, Rafestin-Oblin ME (1996) Biochem J 315, 421-427
12. Corvol P, Claire M, Oblin ME, Geering K, Rossier BC (1981) Kidney Int 20, 1-6
13. Wambach G, Casals-Stenzel J (1984) Structure-activity relationship of spironolactone derivates. In: Adrenal steroid antagonism, De Gruyter, Berlin, New York, 291-313
14. Sutanto W, de Kloet ER (1991) Med Res Rev 11, 617-631
15. Claire M, Faraj H, Grassy G, Aumelas A, Rondot A, Auzou G (1993) J Med Chem 36, 2404-2407
16. Landau RL, Bergenstal DM, Lugibihl K, Kascht ME (1955) J Clin Endocrinol Metab 15, 1194-1215
17. Wambach G, Higgins JR (1978) Endocrinology 102, 1686-1693
18. Rafestin-Oblin ME, Couette B, Barlet-Bas C, Cheval L, Viger A, Doucet A (1991) Am J Physiol 260, 828-832
19. Rupprecht R, Reul JM, Van Steensel B, Spengler D, Söder M, Berning B, Holsboer F, Damm K (1993) European J Pharmacol 247, 145-154
20. Viger A, Coustal S, Perard S, Marquet A (1988) Tetrahedron 44, 1127-1134
21. Viger A, Coustal S, Perard S, Chappe B, Marquet A (1988) J Steroid Biochem 30, 469-472
22. Coustal S, Fagart J, Davioud E, Marquet A (1995) Tetrahedron 51, 3559-3570
23. Souque A, Fagart J, Couette B, Davioud E, Sobrio F, Marquet A, Rafestin-Oblin ME (1995) Endocrinology 136, 5651-5658
24. Davioud E, Fagart J, Souque A, Rafeslin-Oblin ME, Marquet A, J Med Chem (in press)
25. Claire M, Rafestin-Oblin ME, Michaud A, Corvol P, Venot A, Roth-Meyer C, Boisvieux JF, Mallet A (1978) FEBS Lett 88, 295-299
26. Binart N, Lombès M, Rafestin-Oblin ME, Baulieu EE (1991) Proc Natl Acad Sci USA 88, 10681-10685
27. Graham FL, Van der Eb AJ (1973) Virology 52, 456-467
28. De Wet JR, Wood KV, Deluca M, Helsinki DR, Subramani S (1987) Mol Cell Biol 7, 725-737
29. Herbomel P, Bourachot B, Yanif M (1984) Cell 39, 653-662
30. MAD® 2.20, Oxford Molecular Ltd, Magdalen Centre, Oxford Science Park, Sandford-on-Thames, Oxford OX4 4GA, UK
31. Stewart JJP, MOPAC 6.0, QCPE # 455
32. a) Meyer AY, Richards WG (1991 ) J Computer Aided Mol Design 5, 427
33. b) ASP® 3.02, Oxford Molecular Ltd, Magdalen Centre, Oxford Science Park, Sandford-on-Thames, Oxford OX4 4GA, UK
34. Burt C, Richards WG, Huxley P (1990) J Comp Chem 11,1139-1146
35. TSAR® V2.31, Oxford Molecular Ltd, Magdalen Centre, Oxford Science Park, Sandford-on-Thames, Oxford OX4 4GA, UK
36. Balaban AT (1982) Chem Phys Lett 89, 399
37. Wiener H (1947) J Am Chem Soc 69, 2636
38. Randic M (1975) J Am Chem Soc 97, 6609
39. Hall LH, Kier LB (1992) Review in Computational Chemistry (Lipkowitz KB, Boyd DB, ed), 367
40. Broto P, Moreau G, Vandycke C (1984) Eur J Med Chem 19, 61-84
41. a) Ghose AK, Pritchett A, Crippen GM (1988) J Comput Chem 7, 565-577
42. b) Viswanadhan VN, Ghose AK, Revankar GR, Robins RK (1989) J Chem Inf Comput Sci 29, 163
43. Manly BFJ (1986) Multivariate Statistical Methods: A Primer, Chapman and Hall
44. McFarland JW, Gans DJ (1986) J Med Chem 29, 505-514
45. McFarland JW, Gans DJ (1987) J Med Chem 30, 46-49
46. Grassy G, Trape P, Bompart J, Calas B, Auzou G (1995) J Mol Graph 13, 356-367