3D-Chiral quadratic indices of the 'molecular pseudographa's atom adjacency matrix' and their application to central chirality codification: Classification of ACE inhibitors and prediction of σ-receptor antagonist activities

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 20, 2004, Pages 5331-5342

  Marrero Ponce, Yovani ^a   Díaz, Humberto González ^a,b   Zaldivar, Vicente Romero ^c   Torrens, Francisco ^d   Castro, Eduardo A ^e  

^a CENTRAL UNIVERSITY OF LAS VILLAS   (Cuba)

^b UNIVERSITY OF SANTIAGO DE COMPOSTELA   (Spain)

^c UNIVERSIDAD DE CIENFUEGOS CARLOS RAFAEL RODRÍGUEZ   (Cuba)

^d UNIVERSITY OF VALENCIA   (Spain)

^e Centro de Quimica Inorganica   (Argentina)

Author keywords

Receptor antagonists; 3D Chiral quadratic indices; Angiotesin converting enzyme inhibitors; tomocomd cardd Approach

Indexed keywords

DIPEPTIDYL CARBOXYPEPTIDASE INHIBITOR; PIPERIDINE DERIVATIVE;

ARTICLE; ATOM; CHIRALITY; DRUG ACTIVITY; DRUG DESIGN; DRUG STRUCTURE; ENZYME ACTIVITY; ENZYME INHIBITION; MOLECULAR BIOLOGY; MULTIPLE REGRESSION; PREDICTION; QUALITY CONTROL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; REGRESSION ANALYSIS; SCORING SYSTEM; STATISTICAL ANALYSIS; STATISTICAL SIGNIFICANCE; STEREOISOMERISM; VALIDATION PROCESS;

ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; COMPUTATIONAL BIOLOGY; MODELS, MOLECULAR; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; RECEPTORS, SIGMA; STEREOISOMERISM;

EID: 4544380467     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.07.051     Document Type: Article

References (47)

1. V.M. Potapov Stereochemistry 1988 Khimia Moscow
2. K. Kislow Fuzzy Restrictions and Inherent Uncertainties in Chiraly Studies D.H. Rouvray Fuzzy Logic in Chemistry 1997 Academic San Diego 65 90
3. E. Eliel, S. Wilen, and L. Mander Stereochemistry of Organic Compounds 1994 John Wiley & Sons
4. W.T. Kelvin Baltimore Lectures on Molecular Dynamics and the Wave Theory of Light 1904 Clay, C. J. London p 619
5. R.T. Morrison, and R.N. Boyd Organic Chemistry 1983 Allyn and Bacon New York
6. J. Jacques Sur la Dissymétrie Moléculaire 1986 Christian Bourgois Paris, France
7. Pasteur L. Researches on the Molecular Asymmetry of Natural Organic Products; Alembic Club Reprint N0. 14, Alembic Club, Edinburgh, UK, 1905
8. J. Solms, L. Vuataz, and R.H. Egli Experiencia 21 1965 692
9. S.S. Schiffman, T.B. Clark III, and J. Gagnon Physiol. Behav. 28 1982 457
10. M. Laska, and P. Teubner Chem. Senses 24 1999 161
11. E.H. Polak, A.M. Fombon, C. Tilquin, and P.H. Punter Behav. Brain Res. 31 1989 199
12. W.H. DeCamp Chirality 1 1989 2
13. A.J. Hutt, and S.C. Tan Drugs 52 1996 1
14. S. Wnendt, and K. Zwingenberger Nature 385 1997 303
15. H. Schumacher, D.A. Blake, J.M. Gurian, and J.R. Gillette J. Pharmacol. Exp. Ther. 160 1968 189
16. S.C. Stinson Chem. Eng. News 78 2000 43
17. H. González-Díaz, I. Hernández-Sánchez, E. Uriarte, and L. Santana Comput. Biol. Chem. 27 2003 217
18. P.-A. Guye Compt. Rend. (Paris) 110 1890 714
19. P.-A. Guye Compt. Rend. (Paris) 116 1893 1378 1451, 1454
20. See also: A. Crum Brown Proc. R. Soc. Edinburgh 17 1890 181
21. A.B. Buda, and K. Mislow J. Mol. Struct. Theochem. 232 1991 1
22. D. Avnir, H.Z. Hel-Or, and P.G. Mezey Symmetry and Chirality: Continuos Measures P.V.R. Schleyer N.L. Allinger T. Clark J. Gasteiger P.A. Kollman H.F. Schaefer III P.R. Schreiner The Encyclopedia of Computational Chemistry Vol. 4 1998 Wiley Chichester 2890 2901
23. H. Zabrodsky, and D. Avnir J. Am. Chem. Soc. 117 1995 462
24. R. Benigni, M. Cotta-Ramusino, G. Gallo, F. Giorgi, A. Giuliani, and M.R. Vari J. Med. Chem. 43 2000 3699
25. G. Moreau J. Chem. Inf. Comput. Sci. 37 1997 929
26. H.P. Schultz, E.B. Schultz, and T.P. Schultz J. Chem. Inf. Comput. Sci. 35 1995 864
27. J.V. de Julián-Ortiz, C.G. de Alapont, I. Ríos-Santamarina, R. García-Doménech, and J. Gálvez J. Mol. Graphics Mod. 16 1998 14
28. A. Golbraikh, D. Bonchev, and A. Tropsha J. Chem. Inf. Comput. Sci. 41 2001 147
29. E. Estrada, and E. Uriarte Curr. Med. Chem. 8 2001 1699
30. R.D. Cramer III, D.E. Patterson, and J.D. Bunce J. Am. Chem. Soc. 110 1988 5959
31. P.J. Goodford The Properties of Force Fields F. Sanz J. Giraldo F. Manaut QSAR and Molecular Modelling: Concepts Computational Tools and Biological Applications 1995 Prous Science Barcelona 199 205
32. Y. Marrero-Ponce Molecules 8 2003 687 http://www.mdpi.org
33. Y. Marrero-Ponce, M.A. Cabrera, V. Romero, E. Ofori, and L.A. Montero Int. J. Mol. Sci. 4 2003 512 www.mdpi.org/ijms/
34. Marrero-Ponce, Y.; Nodarse, D.; González-Díaz, H. Ramos de Armas, R.; Romero-Zaldivar, V.; Torrens, F.; Castro, E. CPS: physchem/0401004
35. A. Browder Mathematical Analysis. An Introduction 1996 Springer New York pp 176-296
36. S. Axler Linear Algebra Done Right 1996 Springer New York pp 37-70
37. K.A. Ross, and C.R.B. Wright Matemáticas Discretas 1990 Prentice may Hispanoamericana Mexico
38. M. Randié J. Math. Chem. 7 1991 155
39. Cotton, F. A. Advanced Inorganic Chemistry; Editorial Revolucionaria: Havana, Cuba, 1970; p 103
40. Marrero-Ponce, Y.; Romero, V. tomocomd software. Central University of Las Villas, 2002. tomocomd (TOpological MOlecular COMputer Design) for Windows, version 1.0 is a preliminary experimental version; in future a professional version will be obtained upon request to Y. Marrero: yovanimp@qf.uclv.edu.cu ; ymarrero77@yahoo.es
41. M. Vicent, B. Marchand, G. Rémond, S. Jaquelin-Guinamant, G. Damien, B. Portevin, J. Baumal, J. Volland, J. Bouchet, P. Lambert, B. Serkiz, W. Luitjen, M. Lauibie, and P. Schiavi Drug Des. Discov. 9 1992 11 28
42. statistica ver. 5.5, Statsoft, 1999
43. M.-G. Ford, and D.-W. Salt The Use of Canonical Correlation Analysis R. Manhnhold L. Krogsgaard-Larsen H. Timmerman Methods and Principles in Medicinal Chemistry H. Van Waterbeemd Chemometric Methods in Molecular Design Vol. 2 1995 VCH Weinhiem 283 292
44. S. Wold, and L. Erikson Statistical Validation of QSAR Results. Validation Tools R. Manhnhold L. Krogsgaard-Larsen H. Timmerman Methods and Principles in Medicinal Chemistry H. Van Waterbeemd Chemometric Methods in Molecular Design Vol. 2 1995 VCH Weinhiem 309 318
45. H. van de Waterbeemd Discriminant Analysis for Activity Prediction R. Manhnhold L. Krogsgaard-Larsen H. Timmerman Methods and Principles in Medicinal Chemistry H. Van Waterbeemd Chemometric Methods in Molecular Design Vol. 2 1995 VCH Weinhiem 265 288
46. D.A. Belsey, E. Kuh, and R.E. Welsch Regression Diagnostics 1980 Wiley New York
47. A. Golbraikh, and A. Tropsha J. Mol. Graphic Modell. 20 2002 269