A novel non-stochastic quadratic fingerprints-based approach for the 'in silico' discovery of new antitrypanosomal compounds

Bioorganic and Medicinal Chemistry

Volumn 13, Issue 22, 2005, Pages 6264-6275

  Montero Torres, Alina ^a   Vega, María Celeste ^b   Marrero Ponce, Yovani ^a   Rolón, Miriam ^b   Gómez Barrio, Alicia ^b   Escario, José Antonio ^b   Arán, Vicente J ^c   Martínez Fernández, Antonio R ^b   Meneses Marcel, Alfredo ^a  

^a CENTRAL UNIVERSITY OF LAS VILLAS   (Cuba)

^b UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

^c INSTITUTO DE QUÍMICA MÉDICA   (Spain)

Author keywords

Antitrypanosomal compounds; Chagas' disease; LDA based QSAR model; Non stochastic quadratic indices; QSAR; TOMOCOMD software

Indexed keywords

ADETURON; ALIFLURANE; AMANTADINE; AMIFOSTINE; AMPICILLIN; ANTITRYPANOSOMAL AGENT; ARECOLINE; ASCARIDOLE; BROFOXINE; CANRENONE; CEFALEXIN; DOPAMINE; ETHYLENE; GANGLEFENE; GENTAMICIN; GLIBUTIMINE; GLISOLAMIDE; GLYCEROL; GUANAZOLE; KANAMYCIN A; LINDANE; MINOXIDIL; MITOGUAZONE; PANCURONIUM; PHENACEMIDE; PRASTERONE; STREPTOMYCIN; THIOACETAZONE; TIMONACIC; UNINDEXED DRUG;

ARTICLE; CLUSTER ANALYSIS; COMPUTER MODEL; DATA ANALYSIS; DRUG ACTIVITY; EPIMASTIGOTE; EVALUATION; NONHUMAN; PREDICTION; STOCHASTIC MODEL; SYNTHESIS; TRAINING;

ANIMALS; CLUSTER ANALYSIS; COMPUTATIONAL BIOLOGY; COMPUTER SIMULATION; DISCRIMINANT ANALYSIS; DRUG DESIGN; PARASITIC SENSITIVITY TESTS; TRYPANOCIDAL AGENTS; TRYPANOSOMA CRUZI;

EID: 25844486029     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.06.049     Document Type: Article

References (55)

1. World Health Organization (OMS). Rapport sur la Santé dans le Monde.WHI: Genève, 1998, 49.
2. S. Muelas, M. Suárez, R. Pérez, H. Rodríguez, C. Ochoa, J.A. Escario, and A. Gómez-Barrio Mem. Inst. Oswaldo Cruz 97 2002 269
3. S. Muelas-Serrano, A. Le-Senne, C. Fernádez-Portillo, J.J. Nogal, C. Ochoa, and A. Gómez-Barrio Mem. Inst. Oswaldo Cruz 97 2002 553
4. R. Gonzalbes, J. Gálvez, A. Moreno, and R. García-Domenech J. Pharm. Pharmacol. 52 1999 111
5. J.V. Julián-Ortiz, J. Gálvez, C. Muñoz-Collado, R. García-Domenech, and C. Gimeno-Cardona J. Med. Chem. 42 1999 3308
6. J.H. McKie, K.T. Douglas, C. Chan, S.A. Roser, R. Yates, M. Read, J.E. Hyde, M.J. Dascombe, Y. Yuthavong, and W. Sirawaraporn J. Med. Chem. 41 1998 1367
7. E. Estrada, and A. Peña Bioorg. Med. Chem. 8 2000 2755
8. E. Estrada, E. Uriarte, A. Montero, M. Teijeira, L. Santana, and E. De Clercq J. Med. Chem. 43 2000 1975
9. H. González-Díaz, Y. Marrero-Ponce, I. Hernández, I. Bastida, E. Tenorio, O. Nasco, U. Uriarte, N. Castañedo, M.A. Cabrera, E. Aguila, O. Marrero, A. Morales, and M. Pérez Chem. Res. Toxicol. 16 2003 1318
10. M. Pérez-González, L.C. Dias, A. Morales-Helguera, Y. Morales-Rodríguez, L. Gonzaga de Oliveira, L. Torres-Gómez, and H. González-Díaz Bioorg. Med. Chem. 12 2004 4467
11. W.P. Walters, M.T. Stahl, and M. Murcko Drug Discovery Today 3 1998 160
12. J.H.V. Drie, and M.S. Lajiness Drug Discovery Today 3 1998 274
13. Marrero-Ponce, Y.; Romero, V. TOMOCOMD software. Central University of Las Villas. TOMOCOMD (TOpological MOlecular COMputer Design) for Windows, version 1.0., 2002.
14. Y. Marrero-Ponce Molecules 8 2003 687
15. Y. Marrero-Ponce J. Chem. Inf. Comput. Sci. 44 2004 2010
16. Y. Marrero-Ponce Bioorg. Med. Chem. 12 2004 6351
17. Y. Marrero-Ponce, J.A. Castillo-Garit, F. Torrens, V. Romero-Zaldivar, and E. Castro Molecules 9 2004 1100
18. Y. Marrero-Ponce, M.A. Cabrera, V. Romero, E. Ofori, and L.A. Montero Int. J. Mol. Sci. 4 2003 512
19. Y. Marrero-Ponce, M.A. Cabrera, V. Romero, D.H. González, and F. Torrens J. Pharm. Pharm. Sci. 7 2004 186
20. Y. Marrero-Ponce, J.A. Castillo-Garit, E. Olazabal, H.S. Serrano, A. Morales, N. Castañedo, F. Ibarra-Velarde, A. Huesca-Guillen, E. Jorge, A.M. Sánchez, F. Torrens, and E.A. Castro Bioorg. Med. Chem. 13 2005 1005
21. Y. Marrero-Ponce, J.A. Castillo-Garit, E. Olazabal, H.S. Serrano, A. Morales, N. Castañedo, F. Ibarra-Velarde, A. Huesca-Guillen, E. Jorge, A. del Valle, F. Torrens, and E. Castro J. Comput. Aided Mol. Des. 18 2004 615 633
22. Y. Marrero-Ponce, A. Huesca-Guillen, and F. Ibarra-Velarde J. Theor. Chem. (THEOCHEM). 717 2005 67
23. Y. Marrero-Ponce, A. Montero-Torres, C. Romero-Zaldivar, I. Iyarreta-Veitía, M. Mayón Peréz, and R. García Sánchez Bioorg. Med. Chem. 13 2005 1293
24. Y. Marrero-Ponce, R. Medina-Marrero, F. Torrens, Y. Martinez, V. Romero-Zaldivar, and E.A. Castro Bioorg. Med. Chem. 13 2005 2881
25. Y. Marrero-Ponce, H. González-Díaz, V. Romero-Zaldivar, F. Torrens, and E.A. Castro Bioorg. Med. Chem. 12 2004 5331
26. G.W.A. Milne J. Chem. Inf. Comput. Sci. 37 1997 639
27. R. Todeschini, and V. Consonni Handbook of Molecular Descriptors 2000 Wiley-VCH Germany
28. M. Karelson Molecular Descriptors in QSAR/QSPR 2000 John Wiley & Sons New York
29. S. Bonse, Ch. Santelli-Rouvier, J. Barbe, and L. Krauth-Siegel J. Med. Chem. 42 1999 5448
30. H.P. De Koning Int. J. Parasitol. 31 2001 512
31. E. Elhalem, B.N. Bailey, R. Docampo, I. Ujváry, S.H. Szajnman, and J.B. Rodíguez J. Med. Chem. 45 2002 3984
32. J.L. Avila, T. Rojas, A. Avila, M.A. Polegre, and R.K. Robins Antimicrob. Agents Chemother. 31 1987 447
33. R.B. Oliveira, A.P.F. Passos, R.O. Alves, A.J. Romanha, M.A.F. Prado, J. Dias de Souza Filho, and R.J. Alves Mem. Inst. Oswaldo Cruz 98 2003 141
34. S.A. Carvalho, E.F. da Silva, R.M. Santa-Rita, S.L. de Castro, and C.A.M. Fraga Bioorg. Med. Chem. Lett. 14 2004 5967
35. H. Cerecetto, R. Di Maio, M. González, M. Risso, G. Sagrera, G. Seoane, A. Denicola, G. Peluffo, C. Quijano, A.O.M. Stoppani, M. Paulino, C. Olea-Azar, and M.A. Basombrio Eur. J. Med. Chem. 35 2000 343
36. I.H. Gilbert Biochem. Biophys. Acta 1587 2002 249
37. X. Du, Ch. Guo, E. Hansell, P.S. Doyle, C.R. Caffrey, T.P. Holler, J.H. McKerrow, and F.E. Cohen J. Med. Chem. 45 2002 2695
38. T.H.M. Jonckers, S. van Miert, K. Cimanga, Ch. Baillo, P. Colson, M.C. De Pauw-Gillet, H. van den Heuvel, M. Caléis, F. Lemière, E.L. Esmans, J. Rozenski, L. Quirijnen, L. Maes, R. Dommisse, G.L.F. Lemière, A. Vlietinck, and L. Pieters J. Med. Chem. 45 2002 3497
39. M. Negwer Organic-Chemical Drugs and their Synonyms 1987 Akademie-Verlag Berlin
40. J.W. Mc Farland, and D.J. Gans Cluster Significance Analysis H. van Waterbeemd Chemometric Methods in Molecular Design 1995 VCH publishers New York 295 307
41. R.A. Johnson, and D.W. Wichern Applied Multivariate Statistical Analysis 1988 Prentice-Hall NJ
42. E. Estrada J. Devillers A.T. Balaban Topological Indices and Related Descriptors in QSAR and QSPR 1999 Gordon and Breach Amsterdam 403 453
43. STATISTICA, version 5.5; Statsoft Inc., 1999.
44. P. Baldi, S. Brunak, Y. Chauvin, C.A. Andersen, and H. Nielsen Bioinform. Rev. 16 2000 412
45. A. Golbraikh, and A. Tropsha J. Mol. Graphics Modell. 20 2002 269
46. S. Wold, and L. Erikson Statistical Validation of QSAR Results. Validation Tools H. van de Waterbeemd Chemometric Methods in Molecular Design 1995 VCH Publishers New York 309 318
47. Todeschini, R.; Consonni, V.; Pavan, M. DRAGON software version 2.1, 2002.
48. V.J. Arán, J.L. Asensio, J.R. Ruiz, and M. Stud J. Chem. Soc., Perkin Trans. 1 1993 1119
49. J.R. Ruiz, V.J. Arán, J.L. Asensio, M. Flores, and M. Stud Liebigs Ann. Chem. 1 1994 679 684
50. V.J. Arán, M. Flores, P. Muñoz, J.A. Páez, P. Sánchez-Verdú, and M. Stud Liebigs Ann. 1996 683
51. V.J. Arán, J.L. Asensio, J. Molina, P. Muñoz, J.R. Ruiz, and M. Stud J. Chem. Soc., Perkin Trans. 1 1997 2229
52. C. Vega, M. Rolón, A.R. Martinez-Fernández, J.A. Escario, and A. Gómez-Barrio Parasitol. Res. 29 2005 296
53. L. Pauling The Nature of Chemical Bond 1939 Cornell University Press New York 2-60
54. ® Ultra. Chemical Structure Drawing standard, 2003.
55. M.J.S. Dewar J. Mol. Struct. 41 1983 100