Potent and novel 11β-HSD1 inhibitors identified from shape and docking based virtual screening

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 19, 2011, Pages 5739-5744

  Xia, Guangxin ^a,b   Xue, Mengzhu ^b   Liu, Lin ^a   Yu, Jianxin ^a   Liu, Haiyan ^a   Li, Ping ^a   Wang, Jianfa ^a   Li, Yanlian ^b   Xiong, Bing ^b   Shen, Jingkang ^a,b  

^a Shanghai Pharmaceutical Holding Co Ltd   (China)

^b SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

11 HSD1 inhibitor; Docking; Shape similarity; Virtual screening

Indexed keywords

11BETA HYDROXYSTEROID DEHYDROGENASE 1; 11BETA HYDROXYSTEROID DEHYDROGENASE 1 INHIBITOR; 11BETA HYDROXYSTEROID DEHYDROGENASE 2; CYTOCHROME P450 3A4; ENZYME INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; DRUG ACTIVITY; DRUG BINDING; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; DRUG STRUCTURE; ENZYME INHIBITION; HUMAN; METABOLIC SYNDROME X; MOLECULAR DOCKING; VIRTUAL REALITY;

11-BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1; 11-BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 2; ANIMALS; COMPUTER SIMULATION; CYTOCHROME P-450 CYP3A; DATABASES, FACTUAL; DRUG DESIGN; DRUG DISCOVERY; DRUG EVALUATION, PRECLINICAL; ENZYME INHIBITORS; HEK293 CELLS; HIGH-THROUGHPUT SCREENING ASSAYS; HUMANS; INHIBITORY CONCENTRATION 50; METABOLIC SYNDROME X; MICE; MODELS, MOLECULAR; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 80052602130     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.08.019     Document Type: Article

References (33)

1. http://www.who.int/diabetes/en/.
2. R. Kahn, J. Buse, E. Ferrannini, and M. Stern Diabetologia 48 2005 1684
3. E. Bonora Ann. Med. 38 2006 64
4. G. Hu, Q. Qiao, and J. Tuomilehto Curr. Diab. Rev. 1 2005 137
5. G. Matfin Curr. Diab. Rep. 8 2008 31
6. A.J. Rose, A. Vegiopoulos, and S. Herzig J. Steroid Biochem. Mol. Biol. 12 2010 210
7. J.W. Tomlinson, and P.M. Stewart Best Pract. Res. Clin. Endocrinol. Metab. 21 2007 607
8. R. Rosmond Obes. Res. 10 2002 1078 1086
9. E. Saiah Curr. Med. Chem. 15 2008 642 649
10. M. Wamil, and J.R. Seckl Drug Discovery Today 12 2007 504
11. C. Hale, and M. Wang Mini. Rev. Med. Chem. 8 2008 702
12. A. Tiwari IDrugs 13 2010 266
13. M.M. Véniant, C. Hale, R.W. Hungate, K. Gahm, M.G. Emery, J. Jona, S. Joseph, J. Adams, A. Hague, G. Moniz, J. Zhang, M.D. Bartberger, V. Li, R. Syed, S. Jordan, R. Komorowski, M.M. Chen, R. Cupples, K.W. Kim, D.J. St Jean Jr, L. Johansson, M.A. Henriksson, M. Williams, J. Vallgrda, C. Fotsch, and M. Wang J. Med. Chem. 53 2010 4481
14. G. Klebe Drug Discovery Today 11 2006 580
15. S.F. Sousa, N.M. Cerqueira, P.A. Fernandes, and M.J. Ramos Comb. Chem. High Throughput Screen. 13 2010 442
16. B.O. Villoutreix, R. Eudes, and M.A. Miteva Comb. Chem. High Throughput Screen. 12 2009 1000
17. M. Krier, G. Bret, and D. Rognan Chem. Inf. Model. 46 2006 512
18. OMEGA, ROCS and FRED program http://www.eyesopen.com.
19. Z.K. Wan, E. Chenail, J. Xiang, H.Q. Li, M. Ipek, J. Bard, K. Svenson, T.S. Mansour, X. Xu, X. Tian, V. Suri, S. Hahm, Y. Xing, C.E. Johnson, X. Li, A. Qadri, D. Panza, M. Perreault, J.F. Tobin, and E. Saiah J. Med. Chem. 52 2009 5449
20. http://www.schrodinger.com.
21. C.A. Lipinski, F. Lombardo, B.W. Dominy, and P. Feeney J. Adv. Drug Deliv. Rev. 46 2001 3
22. http://www.accelrys.com.
23. Aertgeerts, K.; Brennan, N. K.; Cao, S. X.; Chang, E.; Kiryanov, A. A.; Liu, Y. WO2006105127, 2006;
24. Chem. Abstr. 2006, 145, 419173.
25. Xiang, J. S.; Saiah, E.; Tam, S. Y.; Mckew, J. C.; Chen, L.; Ipek, M.; Lee, K.; Li, H.; Li, J.; Li, W.; Mansour, T. S.; Suri, V.; Vargas, R.; Wu, Y.; Wan, Z.; Lee, J.; Binnun, E.; Wilson, D. P. WO2007092435, 2007;
26. Chem. Abstr. 2007, 147, 277637.
27. Caulkett, P. W. R.; Mccoull, W.; Packer, M.; Whittamore, P. R. O. WO2007135427, 2007;
28. Chem. Abstr. 2008, 148, 33765.
29. Tang, P. C.; Sun, L.; Nematalla, A. S.; McMahon, G. WO9640629, 1996;
30. Chem. Abstr. 1996, 126, 139910.
31. T. Barf, J. Vallgrda, R. Emond, C. Häggström, G. Kurz, A. Nygren, V. Larwood, E. Mosialou, K. Axelsson, R. Olsson, L. Engblom, N. Edling, Y. Rönquist-Nii, B. Ohman, P. Alberts, and L. Abrahmsén J. Med. Chem. 45 2002 3813
32. X. Zhang, Z. Zhou, H. Yang, J. Chen, Y. Feng, L. Du, Y. Leng, and J. Shen Bioorg. Med. Chem. Lett. 19 2009 4455
33. B.B. Yan, M.Z. Xue, B. Xiong, K. Liu, D.Y. Hu, and J.K. Shen Acta Pharmacol. Sin. 30 2009 251