The influence of electronic and steric effects in the structure-activity relationship (SAR) study of quinone compounds with biological activity against Trypanosoma cruzi

Journal of Molecular Structure: THEOCHEM

Volumn 634, Issue 1-3, 2003, Pages 271-280

  Malta, V R S ^a,b   Pinto, A V ^c   Molfetta, F A ^a   Honorio K M ^a   De Simone, C A ^b   Pereira, M A ^b   Santos, R H A ^a   Da Silva, A B F ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

^b FEDERAL UNIVERSITY OF ALAGOAS   (Brazil)

^c FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

AM1; Anti trypanocidal activity; Hierarchical cluster analysis; Kth nearest neighbor; Principal component analysis; Quinone; Stepwise discriminant analysis

Indexed keywords

QUINONE DERIVATIVE;

ANTIPROTOZOAL ACTIVITY; ARTICLE; CALCULATION; CHEMICAL INTERACTION; CLUSTER ANALYSIS; DISCRIMINANT ANALYSIS; DRUG STRUCTURE; ELECTRIC POTENTIAL; ENERGY; NONHUMAN; POLARIZATION; PREDICTION; PRINCIPAL COMPONENT ANALYSIS; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; TECHNIQUE; TRYPANOSOMA CRUZI;

EID: 0041876300     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-1280(03)00379-8     Document Type: Article

References (36)

1. S.H. Szajnman, W. Yan, B.N. Bailey, R. Docampo, E.J. Elhalem, B. Rodriguez, J. Med. Chem. 43 (2000) 1826.
2. M.H. Magdesian, R. Giordano, H. Ulrich, M.A. Juliano, L. Juliano, R.I. Schumacher, W. Colli, M.J.M. Alves, J. Biol. Chem. 276 (2001) 19382.
3. A. Montalvetti, B.N. Bailey, M.B. Martins, G.W. Severin, E. Oldfield, R. Docampo, J. Biol. Chem. 276 (2001) 33930.
4. C.N. Pinto, A.P. Dantas, K.C.G. de Moura, F.S. Emery, P.F. Polequevitch, M.C.F.R. Pinto, S.L. de Castro, A.V. Pinto, Arzneim. Forsch. Drug Res. 50 (2000) 1120.
5. M.H. Lagrota, M.D. Wigg, M.G.M. dos Santos, A.V. Pinto, Rev. Microbiol. 19 (1988) 338.
6. L.H. Carvalho, E.M. Rocha, D.S. Raslan, Braz. J. Med. Biol. Res. 21 (1988) 485.
7. P. Guiraud, R. Steiman, G.M. Campos-Takaki, Plant. Med. 60 (1994) 373.
8. S. Gafner, J.L. Wolfender, M. Nianga, Phytochem. 42 (1996) 1315.
9. C.J. Li, L.J. Zhang, B.J. Dezube, C.S. Crumpacker, A.B. Pardee, Proc. Natl. Acad. Sci. 90 (1993) 1839.
10. S.M. Planchon, S. Wuerzberger, B. Frydman, D.T. Witiak, P. Hutson, D.R. Church, G. Wilding, D.A. Boothman, Cancer Res. 55 (1995) 3706.
11. R. Vendrame, R.S. Braga, Y. Takahata, D.S. Galvão, J. Mol. Struct. (Theochem) 539 (2001) 253.
12. C.N. Alves, L.G. Macedo, K.M. Honório, A.J. Camargo, L.S. Santos, I.N. Jardim, L.E.S. Barata, A.B.F. da Silva, J. Braz. Chem. Soc. 13 (2002) 300.
13. A.J. Camargo, R. Mercadante, K.M. Honório, C.N. Alves, A.B.F. da Silva, J. Mol. Struct. (Theochem) 583 (2002) 105.
14. C.N. Alves, J.C. Pinheiro, A.J. Camargo, A.J. Souza, R.B. Carvalho, A.B.F. da Silva, J. Mol. Struct. (Theochem) 530 (2000) 39.
15. F.A. Molfetta, C.N. Alves, A.B.F. da Silva, J. Mol. Struct. (Theochem) 577 (2002) 187.
16. M.J.S. Dewar, E.G. Zoebish, E.F. Healy, J.J.P. Stewart, J. Am. Chem. Soc. 13 (1985) 3902.
17. K.C.G. de Moura, F.S. Emery, C.N. Pinto, M.C.F.R. Pinto, A.P. Dantas, K. Salomão, S.L. de Castro, A.V. Pinto, J. Braz. Chem. Soc. 12 (2001) 325.
18. A.V. Pinto, C.N. Pinto, M.C.F.R. Pinto, R.S. Rita, C.A.C. Pezzella, S.L. Castro, Arzneim. Forsch. Drug Res. 47 (1997) 74.
19. N.L. Allinger, Y.H. Yuh, J.H. Lin, J. Am. Chem. Soc. 111 (1989) 8551.
20. HyperChem, Release 4.5 for Windows, Reference Manual, Canada, 1995.
21. AMPAC 5.0, Semichem, 7128, Shawnee, KS 66216, 1994.
22. V.R.S. Malta, Estudo Cristalográfico de Naftoquinonas e seus Derivados e Cálculos Teóricos de Propriedades Relevantes na Relação Estrutura-Atividade, PhD Thesis, 2000.
23. SPARTAN 5.0, Wavefunction, Irvine, CA, 1997.
24. ChemPlus 1.5, Extensions for HyperChem, Ontario, 1994.
25. WHIM/3D-QSAR, version 3.3, Talete srl, Milano (Italy), 1997
26. R. Todeschini, P. Gramatica, Persp. Drug Discov. Des. 9 (1998) 355.
27. U.C. Singh, P.A. Kollman, J. Comput. Chem. 5 (1984) 129.
28. MATLAB 6.0 for Windows, the Mathworks, 1994.
29. R.R. Meglen, J. Chemom. 5 (1991) 163.
30. S. Chatterjee, B. Price, Regression Analysis by Example, Wiley, New York, 1977.
31. B.R. Kowalski, C.F. Bender, J. Am. Chem. Soc. 94 (1972) 5632.
32. R.A. Johnson, D.W. Wichern, Applied Multivariate Statistical Analysis, Prentice-Hall, New Jersey, 1992.
33. W.J. Dunn, Eur. J. Med. Chem. 12 (1977) 109.
34. M.L.C. Montanari, C.A. Montanari, A.C. Gaudio, Quim. Nova 25 (2002) 231.
35. K.V. Mardia, J.T. Kent, J.M. Bibby, Multivariate Analysis, Academic Press, New York, 1979.
36. J.C. Lindon, E. Holmes, J.K. Nicholson, Prog. Nucl. Magn. Reson. Spectrosc. 39 (2001) 1.