Classification and regression tree analysis for molecular descriptor selection and retention prediction in chromatographic quantitative structure-retention relationship studies

Journal of Chromatography A

Volumn 988, Issue 2, 2003, Pages 261-276

  Put, R ^a   Perrin, C ^a,b   Questier, F ^a   Coomans, D ^a,c   Massart, D L ^a   Vander Heyden, Y ^a  

^a PHARMACEUTICAL INSTITUTE   (Belgium)

^b UNIV MONTPELLIER   (France)

^c JAMES COOK UNIVERSITY   (Australia)

Author keywords

Molecular descriptors; Regression analysis; Retention prediction; Structure retention relationships

Indexed keywords

MOLECULES; REGRESSION ANALYSIS; TREES (MATHEMATICS);

ISOCRATIC ELUTIONS;

CHROMATOGRAPHIC ANALYSIS;

ACEBUTOLOL; ALPRENOLOL; ANTAZOLINE; ASTEMIZOLE; ATENOLOL; BETAXOLOL; BISOPROLOL; BRIMONIDINE; BUPRANOLOL; CARBAMAZEPINE; CARTEOLOL; CELIPROLOL; CHLOROPYRAMINE; CHLORPHENIRAMINE; CHLORPROMAZINE; CHLORPROTHIXENE; CICLOPROLOL; CIMETIDINE; CINNARIZINE; CIRAZOLINE; CLOMIPRAMINE; CLONIDINE; DESIPRAMINE; DETOMIDINE; DILEVALOL; DIMETINDENE; DIPHENHYDRAMINE; DOXAZOSIN; ESMOLOL; UNINDEXED DRUG;

ACCURACY; ALKALINITY; ARTICLE; CHEMICAL STRUCTURE; CHROMATOGRAPHY; DRUG STRUCTURE; ELUTION; HYDROGEN BOND; HYDROPHOBICITY; METHODOLOGY; MOLECULAR SIZE; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; REGRESSION ANALYSIS; SOLUTE;

EID: 0037470006     PISSN: 00219673     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0021-9673(03)00004-9     Document Type: Article

References (47)

1. Jandera P. Separation methods in drug synthesis and purification. Valko K. Handbook of Analytical Separations. Vol. 1:2000;1 Elsevier, Amsterdam. Chapter 1.
2. Kaliszan R. J. Chromatogr. B. 715:1998;229.
3. Lopez L.A., Rutan S.C. J. Chromatogr. A. 965:2002;301.
4. Kaliszan R. Crit. Rev. Anal. Chem. 16:1980;323.
5. Kaliszan R. J. Chromatogr. A. 656:1993;417.
6. Kaliszan R. Quantitative Structure-Chromatographic Retention Relationships. 1987;Wiley-Interscience, New York.
7. Todeschini R., Consonni V. Handbook of Molecular Descriptors. 2000;Wiley-VCH, Weinheim.
8. Agatonovic-Kustrin S., Beresford R. J. Pharm. Biomed. Anal. 22:2000;717.
9. Sutter J.M., Peterson T.A., Jurs P.C. Anal. Chim. Acta. 342:1997;113.
10. Zurada J.M. Introduction to Artificial Neural Systems. 1992;West, St. Paul, MN.
11. Massart D.L., Vandeginste B.G.M., Buydens L.M.C., De Jong S., Lewi P.J., Smeyers-Verbeke J. Handbook of Chemometrics and Qualimetrics: Part A. 1997;Elsevier, Amsterdam.
12. Vandeginste B.G.M., Massart D.L., Buydens L.M.C., De Jong S., Lewi P.J., Smeyers-Verbeke J. Handbook of Chemometrics and Qualimetrics: Part B. 1998;Elsevier, Amsterdam.
13. Ros F., Pintore M., Chrétien J.R. Chemometr. Intell. Lab. 63:2002;15.
14. Breiman L., Friedman J.H., Olshen R.A., Stone C.J. Classification and Regression Trees. 1984;Wadsworth, Monterey.
15. Lavrač N. Artif. Intell. Med. 16:1999;3.
16. Marshall R.J. J. Clin. Epidemiol. 54:2001;603.
17. De'Ath G., Fabricius K.E. Ecology. 81:2000;3178.
18. Steinberg D., Colla P. CART: Tree-Structured Non-Parametric Data Analysis. 1995;Salford Systems, San Diego, CA.
19. Vander Heyden Y., Popovici S.T., Schoenmakers P.J. J. Chromatogr. A. 957:2002;127.
20. Nasal A., Bucinski A., Bober L., Kaliszan R. Int. J. Pharm. 159:1997;43.
21. Harnisch M., Möckel H.J., Schulze G. J. Chromatogr. 282:1983;315.
22. Meylan W.M., Howard P.H. J. Pharm. Sci. 84:1995;83.
23. SRC, interactive LogKow (KowWin) demo, http://esc.syrres.com/interkow/kowdemo.htm.
24. R. Todeschini, V. Consonni, Dragon software version 1.1, http://www.disat.unimib.it/chm/Dragon.htm.
25. Kier L.B., Hall L.H. Molecular Connectivity in Structure Activity Analysis. 1986;Research Studies Press, Letchworth.
26. Bonchev D. Information Theoretic Indices for Characterization of Chemical Structures. 1983;Research Studies Press, Letchworth.
27. Kostantinova E.V. J. Chem. Inf. Comp. Sci. 36:1997;54.
28. Bonchev D., Rouvray D.H. Chemical Graph Theory-Introduction and Fundamentals. 1991;Gordon and Breach, New York.
29. Trinajstic N. Chemical Graph Theory. 1992;CRC Press, Boca Raton, FL.
30. Rücker G., Rücker C. J. Chem. Inf. Comp. Sci. 33:1993;683.
31. Gálvez J., Garcia R., Salabert M.T., Soler R. J. Chem. Inf. Comp. Sci. 34:1994;520.
32. Broto P., Moreau G., Vandycke C. Eur. J. Med. Chem. 19:1984;66.
33. Moran P.A.P. Biometrika. 37:1950;17.
34. Geary R.C. Incorp. Statist. 5:1954;115.
35. De'Ath G. Ph.D. Thesis. 1999;James Cook University, Townsville, Australia.
36. Todeschini R., Gramatica P. Quant. Struct.-Act. Relatsh. 16:1997;120.
37. Randic M., Brissey G.M., Spencer R.B., Wilkins C.L. Comput. Chem. 3:1979;5.
38. Randic M. MATCH. 7:1979;5.
39. Winiwarter S., Bonham N.M., Ax F., Hallberg A., Lennernäs H., Karlén A. J. Med. Chem. 41:1998;4939.
40. Randic M. Acta Chim. Slov. 45:1998;239.
41. Kier L.B., Hall L.H. J. Pharm. Sci. 70:1981;583.
42. Kier L.B., Hall L.H. J. Pharm. Sci. 72:1983;1170.
43. Cvetkovic D.M., Gutman I. Croat. Chem. Acta. 49:1977;115.
44. Gálvez J., Garcìa-Domenech R., De Julián-Ortiz V., Soler R. J. Chem. Inf. Comput. Sci. 35:1995;272.
45. Klir G.J., Folger T.A. Fuzzy Sets, Uncertainty and Information. 1988;Prentice-Hall, Englewood Cliffs, NJ.
46. Hamoir T., Verlinden Y., Massart D.L. J. Chromatogr. Sci. 32:1994;14.
47. Detroyer A., Vander Heyden Y., Carda-Broch S., Garcia-Alvarez-Coque M.C., Massart D.L. J. Chromatogr. A. 912:2001;211.