Synthesis, structural evaluation, and estrogen receptor interaction of 4,5-Bis(4-hydroxyphenyl)imidazoles

Archiv der Pharmazie

Volumn 335, Issue 10, 2002, Pages 463-471

  Gust, Ronald ^a   Keilitz, Roland ^a   Schmidt, Kathrin ^a   Von Rauch, Moriz ^a  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

Author keywords

4,5 Diarylimidazoles; Estrogen receptor binding; Estrogenic activity; Luciferase assay

Indexed keywords

4 HYDROXYTAMOXIFEN; 4,5 BIS(4 HYDROXYPHENYL)IMIDAZOLE DERIVATIVE; DIETHYLSTILBESTROL; ESTRADIOL; ESTROGEN RECEPTOR; IMIDAZOLE DERIVATIVE; LUCIFERASE; RALOXIFENE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CONTROLLED STUDY; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; ESTROGEN ACTIVITY; GENE ACTIVATION; HUMAN; HUMAN CELL; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

BINDING, COMPETITIVE; IMIDAZOLES; RECEPTORS, ESTROGEN; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0036960010     PISSN: 03656233     EISSN: None     Source Type: Journal    
DOI: 10.1002/ardp.200290000     Document Type: Article

References (25)

1. B. H. Mitlak, F. J. Cohen, Horm. Res. 1997, 48, 155-163.
2. F. Cosman, R. Lindsay, Endocr. Rev. 1999, 20, 418-434.
3. R. Rizzoli, J. P. Bonjour, S. L. Ferrari, J. Mol. Endocrinol. 2001, 26, 79-94.
4. M. E. Mendelsohn, J. Steroid Biochem. Mol. Biol. 2000, 74, 337-343.
5. R. D. Brinton, Learn Mem. 2001, 8, 121-133.
6. R. M. Sharpe, TEM 1998, 9, 371-377.
7. M.-J. Tsai, B. W. O'Malley, Annu. Rev. Biochem. 1994, 63, 451-486.
8. A. M. Brzozowski, A. C.W. Pike, Z. Dauter, R.W. Hubbard, T. Bonn, O. Engström, L. Öhman, G. L. Greene, J.-Å. Gustafsson, M. Carlquist, Nature 1997, 389, 753-758.
9. D. M. Tanenbaum, Y. Wang, S. P. Williams, P. B. Sigler, Proc. Natl. Acad. Sci. USA 1998, 95, 5998-6003.
10. A. K. Shiau, D. Barstad, P. M. Loria, L. Cheng, P. J. Kushner, D. A. Agard, G. L. Greene, Cell 1998, 95, 927-937.
11. R. Gust, R. Keilitz, K. Schmidt, J. Med. Chem. 2001, 44, 1963-1970.
12. S. Schertl, R. W. Hartmann, C. Batzl-Hartmann, R. Schlemmer, T. Spruss, G. Bernhardt, R. Gust, H. Schönenberger, Arch. Pharm. - Pharm. Med. Chem. 2001, 334, 125-137.
13. R. Gust, R. Keilitz, K. Schmidt, J. Med. Chem. 2002, 45, 2325-2337.
14. R. Gust, R. Keilitz, K. Schmidt J. Med. Chem. 2002, 45, 3356-3365.
15. P. K. Martin, H. R. Matthews, H. Rapoport, G. Thyagarajan, J. Org. Chem. 1968, 33, 3758.
16. MR. Grimmett, Advances in Heterocyclic Chemistry, 1970, 12, 103.
17. R. Hartmann, G. Kranzfelder, E. von Angerer, H. Schönenberger, J. Med. Chem. 1980, 23, 841-848.
18. F. Hafner, E. Holler, E. von Angerer, J. Steroid Biochem. Mol. Biol. 1996, 58, 385-393.
19. C. Biberger, E. von Angerer, J. Steroid. Biochem. Mol. Biol. 1998, 64, 277-285.
20. J. Karl, R. Gust, T. Spruss, M. R. Schneider, H. Schönenberger, J. Engel, K. H. Wrobel, F. Lux, S. Haeberlin, J. Med. Chem. 1988, 31, 72-83.
21. R. Gust, Th. Burgemeister, A. Mannschreck, H. Schönenberger, J. Med. Chem. 1990, 33, 2535-2544.
22. R. Gust, K. Niebler, H. Schönenberger, J. Med. Chem. 1995, 38, 2070-2079.
23. H. Bachmann, Thesis. University of Regensburg 1996.
24. B. E. Fink, D. S. Mortensen, S. R. Stauffer, Z. D. Aron, JA. Katzenellenbogen, Chem. Biol. 1999, 6, 205-219.
25. M. M. Bradford, Anal. Biochem. 1976, 72, 248-254.