CoMFA and CoMSIA studies on 5-hydroxyindole-3-carboxylate derivatives as 5-lipoxygenase inhibitors: Generation of homology model and docking studies

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 1, 2011, Pages 456-462

  Aparoy, P ^a   Suresh, G K ^a   Kumar Reddy, K ^a   Reddanna, P ^a  

^a UNIVERSITY OF HYDERABAD   (India)

Author keywords

3D QSAR; 5 LOX; CoMFA; CoMSIA; Cross validation; Docking; Homology modeling

Indexed keywords

5 HYDROXYINDOLE 3 CARBOXYLIC ACID DERIVATIVE; LIPOXYGENASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; BOOTSTRAPPING; COMPARATIVE MOLECULAR FIELD ANALYSIS; COMPARATIVE MOLECULAR SIMILARITY INDICES ANALYSIS; DRUG BINDING SITE; DRUG DESIGN; ENZYME INHIBITION; IC 50; MATHEMATICAL COMPUTING; MOLECULAR DOCKING; NUCLEOTIDE SEQUENCE; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STRUCTURAL HOMOLOGY; VALIDATION STUDY;

ARACHIDONATE 5-LIPOXYGENASE; BINDING SITES; CARBOXYLIC ACIDS; CATALYTIC DOMAIN; COMPUTER SIMULATION; INDOLES; LEAST-SQUARES ANALYSIS; LIPOXYGENASE INHIBITORS; MODELS, MOLECULAR; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 78650510601     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.10.119     Document Type: Article

References (31)

1. C.D. Funk Science 294 2001 1871
2. S.M. Rapoport, T. Schewe, R. Wiesner, W. Halangk, P. Ludwig, M. Janicke-Hohne, C. Tannert, C. Hiebsch, and D. Klatt Eur. J. Biochem. 96 1979 545
3. A.R. Brash J. Biol. Chem. 274 1999 23679
4. E.M. Davidson, S.A. Rae, and M.J. Smith Ann. Rheum. Dis. 42 1983 677
5. D. Nie, M. Che, D. Grignon, K. Tang, and K.V. Honn Cancer Metastasis Rev. 20 2001 195
6. K.M. Anderson, T. Seed, M. Vos, J. Mulshine, J. Meng, W. Alrefai, D. Ou, and J.E. Harris Prostate 37 1998 161
7. I.M. Avis, M. Jett, T. Boyle, M.D. Vos, T. Moody, A.M. Treston, A. Martinez, and J.L. Mulshine J. Clin. Invest. 97 1996 806
8. D. Wang, and R.N. Dubois Nat. Rev. Cancer 10 2010 181
9. Y. Chen, Y. Hu, H. Zhang, C. Peng, and S. Li Nat. Genet. 41 2009 783
10. P. Aparoy, R.N. Reddy, L. Guruprasad, M.R. Reddy, and P. Reddanna J. Comput. Aided Mol. Des. 22 2008 611
11. P. Aparoy, K. Kumar Reddy, S.K. Kalangi, T. Chandramohan Reddy, and P. Reddanna Bioorg. Med. Chem. Lett. 20 2010 1013
12. R.D. Cramer III, D.E. Patterson, and J.D. Bunce J. Am. Chem. Soc. 110 1988 5959
13. G. Klebe, U. Abraham, and T. Mietzner J. Med. Chem. 37 1994 4130
14. E.M. Karg, S. Luderer, C. Pergola, U. Buhring, A. Rossi, H. Northoff, L. Sautebin, R. Troschutz, and O. Werz J. Med. Chem. 52 2009 3474
15. sybyl Molecular Modeling Software, Version 8.0, Tripos Inc., St. Louis, MO.
16. J. Wellsow, H.J. Machullab, and K.A. Kovar Quant. Struct.-Act. Relat. 21 2002 577
17. R.D. Clark, R.D. Cramer, and N. Van Opdenbosch J. Comput. Chem. 10 1989 982
18. L. Stahle, and S. Wold Prog. Med. Chem. 25 1988 291
19. R.D. Cramer III, J.D. Bunce, and D.E. Patterson Quant. Struct.-Act. Relat. 7 1988 18
20. A. Golbraikh, and A. Tropsha J. Mol. Graphics Modell 20 2002 269
21. H.M. Berman, J. Westbrook, Z. Feng, G. Gilliland, T.N. Bhat, H. Weissig, I.N. Shindyalov, and P.E. Bourne Nucleic Acids Res. 28 2000 235
22. S.A. Gillmor, A. Villasenor, R. Fletterick, E. Sigal, and M.F. Browner Nat. Struct. Biol. 4 1997 1003
23. Discovery Studio 2.1, Molecular Modeling Software, Accelrys, Inc., San Diego, USA.
24. Profile-3D user guide, Accelrys, Inc., San Diego, USA, 1999.
25. R.A. Laskowski, D.S. Moss, and J.M. Thornton J. Mol. Biol. 231 1993 1049
26. B.K. Kuntal, P. Aparoy, and P. Reddanna Protein Pept. Lett. 17 2010 765
27. C. Charlier, J.P. Henichart, F. Durant, and J. Wouters J. Med. Chem. 49 2006 186
28. G. Jones, P. Willett, R.C. Glen, A.R. Leach, and R. Taylor J. Mol. Biol. 267 1997 727
29. R.N. Reddy, R. Mutyala, P. Aparoy, P. Reddanna, and M.R. Reddy Curr. Pharm. Des. 13 2007 3505
30. P. Aparoy, R.N. Reddy, L. Guruprasad, and P. Reddanna Lett. Drug Des. Discov. 7 2010 324
31. P. Aparoy, T. Leela, R.N. Reddy, and P. Reddanna J. Mol. Graphics Modell 27 2009 744