Discovery of dual binding site acetylcholinesterase inhibitors identified by pharmacophore modeling and sequential virtual screening techniques

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 4, 2011, Pages 1105-1112

  Gupta, Shikhar ^a   Fallarero, Adyary ^b   Järvinen, Päivi ^c   Karlsson, Daniela ^b   Johnson, Mark S ^b   Vuorela, Pia M ^b   Mohan, C Gopi ^a  

^a NATIONAL INSTITUTE OF PHARMACEUTICAL EDUCATION AND RESEARCH NIPER   (India)

^b ÅBO AKADEMI UNIVERSITY   (Finland)

^c UNIVERSITY OF HELSINKI   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

CHOLINESTERASE INHIBITOR;

ALGORITHM; ARTICLE; DRUG BINDING SITE; ENZYME INHIBITION; HIGH THROUGHPUT SCREENING; IC 50; IN VITRO STUDY; PHARMACOPHORE;

ACETYLCHOLINESTERASE; BINDING SITES; CHOLINESTERASE INHIBITORS; COMPUTER SIMULATION; DRUG EVALUATION, PRECLINICAL; HUMANS; MODELS, CHEMICAL; THIOPHENES;

EID: 79851514827     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.12.131     Document Type: Article

References (40)

1. S.M. Stahl J. Clin. Psychiatry 61 2000 813
2. I. Silmana, and J.L. Sussman Chem. Biol. Interact. 175 2008 3
3. P. Raina, P. Santaguida, A. Ismaila, C. Patterson, D. Cowan, M. Levine, L. Booker, and M. Oremus Ann. Int. Med. 148 2008 379
4. R. McShane, S.A. Areosa, and F. Sherriff Cochrane Database Syst. Rev. 4 2004 CD003154
5. R. Mayeux, and M. Sano N. Eng. J. Med. 341 1999 1670
6. D.J. Selkoe Nature 399 1999 A23
7. B.A. Yankner Neuron 16 1996 921
8. D.J. Selkoe Trends Cell Biol. 8 1998 447
9. R. Raschetti, E. Albanese, N. Vanacore, and M. Maggini PLoS Med. 4 2007 1818
10. N.C. Inestrosa, A. Alvarez, C.A. Perez, R.D. Moreno, M. Vicente, C. Linker, O.I. Casanueva, C. Soto, and J. Garrido Neuron 16 1996 881
11. J.L. Sussman, M. Harel, F. Frolow, C. Oefner, A. Goldman, L. Toker, and I. Silman Science 253 1991 872
12. Y.P. Pang, P. Quiram, T. Jelacic, F. Hong, and S. Brimijoin J. Biol. Chem. 271 1996 23646
13. F. Leonetti, M. Catto, O. Nicolotti, L. Pisani, A. Cappa, A. Stefanachi, and A. Carotti Bioorg. Med. Chem. 16 2008 7450
14. C. da Silva, V.L. Campo, I. Carvalho, and C.A. Taft J. Mol. Graphics Modell. 25 2006 169
15. D. Alonso, I. Dorronsoro, L. Rubio, P. Munoz, E. Garcia-Palomero, M. Del Monte, A. Bidon-Chanal, M. Orozco, F.J. Luque, and A. Castro Bioorg. Med. Chem. 13 2005 6588
16. P. Jarvinen, A. Fallarero, S. Gupta, C.G. Mohan, A. Hatakka, and P. Vuorela Comb. Chem. High Throughput Screening 13 2010 278
17. G. Kryger, I. Silman, and J.L. Sussman Structure 7 1999 297
18. G. Kryger, M. Harel, K. Giles, L. Toker, B. Velan, A. Lazar, C. Kronman, D. Barak, N. Ariel, A. Shafferman, I. Silman, and J.L. Sussman Acta Crystallogr., Sect. D 56 2000 1385
19. M.L. Verdonk, J.C. Cole, M.J. Hartshorn, C.W. Murray, and R.D. Taylor Proteins 52 2003 609
20. Tripos Associates Inc, S., version 7.1. (2005) Molecular Modeling Software, 1669, South Hanley Road, Suite 303, St. 475 Louis, Missouri, MO 63144-2913, USA.
21. J. Gasteiger, and M. Marsili Tetrahedron 36 1980 3219
22. R. Fletcher, and M.J.D. Powell Comput. J. 6 1963 163
23. M. Clark, R.D. Cramer, and O.N. Van J. Comput. Chem. 10 1989 982
24. Accelrys Discovery Studio 2.5; Accelrys, San Diego, CA, 2006.
25. N. Huang, B.K. Shoichet, and J.J. Irwin J. Med. Chem. 49 2005 6789
26. Osman, F. G.; Douglas, R. H. In Guner, O. F. (Ed.). International University Line: La Jolla, CA, 2000, pp. 193-210.
27. S. Cosconati, J.A. Hong, E. Novellino, K.S. Carroll, D.S. Goodsel, and A.J. Olson J. Med. Chem. 51 2008 6627
28. K. Babaoglu, A. Simeonov, J.J. Irwin, M.E. Nelson, B. Feng, C.J. Thomas, L. Cancian, M.P. Costi, D.A. Maltby, A. Jadhav, J. Inglese, C.P. Austin, and B.K. Shoichet J. Med. Chem. 51 2008 2502
29. L.M. Mayr, and D. Bojanic Curr. Opin. Pharmacol. 9 2009 580
30. http://www.specs.net.
31. http://www.ncichemfinder.com.
32. http://www.ibscreen.com.
33. L. Piazzi, A. Cavalli, F. Belluti, A. Bisi, S. Gobbi, S. Rizzo, M. Bartolini, V. Andrisano, M. Recanatini, and A. Rampa J. Med. Chem. 50 2007 4250
34. L. Piazzi, F. Belluti, A. Bisi, S. Gobbi, S. Rizzo, M. Bartolini, V. Andrisano, M. Recanatini, and A. Rampa Bioorg. Med. Chem. 15 2007 575
35. A. Fallarero, P. Oinonen, S. Gupta, P. Blom, A. Galkin, C.G. Mohan, and P.M. Vuorela Pharmacol. Res. 58 2008 215
36. M.S. Alavijeh, M. Chishty, M.Z. Qaiser, and A.M. Palmer NeuroRx 2 2005 554
37. L.K. Wing, H.A. Behanna, L.J. Van Eldik, M. Watterson, and R. Ranaivo Curr. Alzheimer Res. 3 2006 205
38. L. Di, E.H. Kerns, I.F. Bezar, S.L. Petusky, and Y. Huang J. Pharm. Sci. 98 2009 1980
39. C.G. Mohan, T. Gandhi, D. Garg, and R. Shinde Mini-Rev. Med. Chem. 7 2007 499
40. DEREK 10.0, LHASA Limited: Leeds, UK, 2010.