Quantitative structure-mobility relationship analysis of imidazoline receptor ligands in CDs-mediated CE

Electrophoresis

Volumn 34, Issue 3, 2013, Pages 471-482

  Filipic, Slavica ^a   Nikolic, Katarina ^a   Vovk, Irena ^b,c   Krizman, Mitja ^b   Agbaba, Danica ^a  

^a UNIVERSITY OF BELGRADE   (Serbia)

^b NATIONAL INSTITUTE OF CHEMISTRY   (Slovenia)

^c EN FIST Centre of Excellence   (Slovenia)

Author keywords

CDs; CE; Guanidine imidazoline derivatives; Inclusion complexes; QSMR

Indexed keywords

CERIUM COMPOUNDS; COMPUTATION THEORY; DENSITY FUNCTIONAL THEORY; MEAN SQUARE ERROR;

CD; CE; GUANIDINE/IMIDAZOLINE DERIVATIVE; IMIDAZOLINE DERIVATIVES; INCLUSION COMPLEX; QUANTITATIVE STRUCTURE-MOBILITY RELATIONSHIP; QUANTITATIVE STRUCTURES; STRUCTURE-MOBILITY RELATIONSHIP; Β-CD; Γ-CD;

LIGANDS;

AGMATINE; AMILORIDE; CLONIDINE; CLOPAMIDE; EFAROXAN; GUANFACINE; GUANIDINE DERIVATIVE; HARMAN; HARMINE; IDAZOXAN; IMIDAZOLINE DERIVATIVE; IMIDAZOLINE RECEPTOR; MOXONIDINE; NAPHAZOLINE; RILMENIDINE; TIZANIDINE; TRIAMTERENE;

AB INITIO CALCULATION; ARTICLE; ARTIFICIAL NEURAL NETWORK; CAPILLARY ELECTROPHORESIS; CIRCULAR DICHROISM; DENSITY FUNCTIONAL THEORY; DRUG STRUCTURE; MOLECULAR MODEL; MULTIPLE LINEAR REGRESSION ANALYSIS; PARTIAL LEAST SQUARES REGRESSION; PREDICTION; QUANTITATIVE ANALYSIS; QUANTITATIVE STRUCTURE ACTIVITY RELATION; QUANTITATIVE STRUCTURE MOBILITY RELATIONSHIP;

EID: 84872610778     PISSN: 01730835     EISSN: 15222683     Source Type: Journal    
DOI: 10.1002/elps.201200171     Document Type: Article

References (57)

1. Bousquet, P., Feldman, J., Schwartz, J., J. Pharmacol. Exp. Ther. 1984, 230, 232-236.
2. Tibirica, E., Feldman, J., Bousquet, P., J. Pharmacol. Exp. Ther. 1988, 244, 1062-1066.
3. Head, G. A., Burke, S. L., J. Hypertens. 2000, 18, 1263-1276.
4. Head, G. A., Mayorov, D. N., Cardiovasc. Hematol. Agents Med. Chem. 2006, 4, 17-32.
5. Bousquet, P., Bricca, G., Dontenwill, M., Feldman, J., Greney, H., Belcourt, A., Stutzmann, J., Tibirica, E., Fundam. Clin. Pharmacol. 1992, 6, 15S-21S.
6. Ernsberger, P. J., J. Cardiovasc. Pharm. 2000, 35, S27-S41.
7. Bousquet, P., Feldman, J., Drugs 1999, 58, 799-812.
8. Bock, C., Niederhoffer, N., Szabo, B., N-S Arch. Pharmacol. 1999, 359, 262-271.
9. Zhao, S., Wang, B., Yuan, H., Xiao, D., J. Chromatogr. A 2006, 1123, 138-141.
10. Gonzalo-Lumbreras, R., Rosales-Conrado, N., León-González, M. E., Pérez-Arribas, L. V., Polo-Díez, L. M., J. Chromatogr. A 2010, 1217, 6778-6784.
11. Parekh, S. A., Pudage, A., Joshi, S. S., Vaidya, V. V., Gomes, N. A., J. Chromatogr. B 2008, 867, 172-178.
12. Zhao, L., Ding, L., Wei, X., J. Pharm. Biomed. Anal. 2006, 40, 95-99.
13. Qi, M. L., Wang, P., Wang, L., Anal. Chim. Acta 2003, 478, 171-177.
14. Toral, M. I., Pope, S., Quintanilla, S., Richter, P., Int. J. Pharm. 2002, 249, 117-126.
15. Poinsot, V., Carpéné, M. A., Bouajila, J., Gavard, P., Feurer, B., Couderc, F., Electrophoresis 2012, 33, 14-35.
16. Kašička, V., Electrophoresis 2012, 33, 48-73.
17. Pérez-Fernández, V., Domínguez-Vega, E., Crego, A. L., García, M. Á., Marina, M. L., Electrophoresis 2012, 33, 127-146.
18. Altria, K., Marsh, A., Sänger-van de Griend, C., Electrophoresis 2006, 27, 2263-2282.
19. Chen, M. H., Ding, W. H., J. Chromatogr. A 2004, 1033, 167-172.
20. Chen, K. H., Lin, C., Liao, W. S., Lin, W. Y., Hsiao, Y. Y., J. Chromatogr. A 2002, 979, 399-408.
21. Astakhova, A. V., Demina, N. B., Pharm. Chem. J. 2004, 38, 105-108.
22. Liu, L., Guo, X., J. Incl. Phenom. Macro. 2004, 50, 95-103.
23. Filippa, M., Sancho, M. I., Gasull, E., J. Pharmaceut. Biomed. 2008, 48, 969-973.
24. Filipic, S., Nikolic, K. M., Krizman, M., Agbaba, D., QSAR Comb. Sci. 2008, 27, 1036-1044.
25. Snor, W., Liedl, E., Weiss-Greiler, P., Viernstein, H., Wolschann, P., Int. J. Pharm. 2009, 381, 146-152.
26. Brewster, M. E., Vandecruys, R., Peeters, J., Neeskens, P., Verreck, G., Loftsson, T., Eur. J. Pharm. Sci. 2008, 34, 94-103.
27. Loftsson, T., Brewster, M. E., J. Pharm. Pharmacol. 2010, 62, 1607-1621.
28. Liu, H., Yao, X., Xue, C., Zhang, R., Liu, M., Hu, Z., Fan, B., Anal. Chim. Acta 2005, 542, 249-259.
29. Jalali-Heravi, M., Shen, Y., Hassanisadi, M., Khaledi, M. G., Electrophoresis 2005, 26, 1874-1885.
30. Jalali-Heravi, M., Shahbazikhah, P., Electrophoresis 2008, 29, 363-374.
31. Mittermayr, S., Olajos, M., Chovan, T., Bonn, G. K., Guttman, A., Trends Anal. Chem. 2008, 27, 407-411.
32. Riahi, S., Beheshti, A., Ganjali, M. R., Norouzi, P., Electrophoresis 2008, 29, 4027-4035.
33. MarvinSketch 5.5.1.0 program, ChemAxon, Budapest, Hungary 2011.
34. Becke, A. D., J. Chem. Phys. 1993, 98, 5648-5652.
35. Lee, C., Yang, W., Parr, R. G., Phys. Rev. B 1988, 37, 785-789.
36. Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A., Cheeseman, J. R., Zakrzewski, V. G., Montgomery, J. A., Jr., Stratmann, R. E., Burant, J. C., Dapprich, S., Millam, J. M., Daniels, A. D., Kudin, K. N., Strain, M. C., Farkas, O., Tomasi, J., Barone, V., Cossi, M., Cammi, R., Mennucci, B., Pomelli, C., Adamo, C., Clifford, S., Ochterski, J., Petersson, G. A., Ayala, P. Y., Cui, Q., Morokuma, K., Malick, D. K., Rabuck, A. D., Raghavachari, K., Foresman, J. B., Cioslowski, J., Ortiz, J. V., Baboul, A. G., Stefanov, B. B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Gomperts, R., Martin, R. L., Fox, D. J., Keith, T., Al-Laham, M. A., Peng, C. Y., Nanayakkara, A., Gonzalez, C., Challacombe, M., Gill, P. M. W., Johnson, B. G., Chen, W., Wong, M. W., Andres, J. L., Head-Gordon, M., Replogle E. S., and Pople, J. A., Gaussian 98 (revision A.7), Gaussian, Inc., Pittsburgh, PA 1998.
37. Remko, M., Swart, M., Bickelhaupt, F. M., Bioorg. Med. Chem. 2006, 14, 1715-1728.
38. Jackman, L. M., Jen, T., J. Am. Chem. Soc. 1975, 97, 2811-2818.
39. CS Chem3D Ultra 7.0 (Property Picker ActiveX Control), Cambridge Soft Corporation, 100 Cambridge Park Dr. Cambridge, MA 2001.
40. Parr, R. G., Yang, W., Density Functional Theory of Atoms and Molecules, Oxford University Press, New York 1989.
41. Iczkowski, R. P., Margrave, J. L., J. Am. Chem. Soc. 1961, 83, 3547-3551.
42. Parr, R. G., Pearson, R. G., J. Am. Chem. Soc. 1983, 105, 7512-7516.
43. Ponti, A., J. Phys. Chem. A 2000, 104, 8843-8846.
44. Molteni, G., Ponti, A., Chem-Eur. J. 2003, 9, 2770-2774.
45. Geerlings, P., De Proft, F., Langenaeker, W., Chem. Rev. 2003, 103, 1793-1874.
46. Parr, R. G., Szentpaly, L. V., Liu, S. J., J. Am. Chem. Soc. 1999, 121, 1922-1924.
47. SIMCA P+ program, Version 12.0, Umetrics AB, Umea, Sweden 2008.
48. STATISTICA Neural Networks 4.0, StatSoft, Inc., Tulsa, OK 1998.
49. Martín, L., León, A., Martín, M. A., del Castillo, B., Menéndez, J. C., J. Pharmaceut. Biomed. 2003, 32, 991-1001.
50. Terekhova, I. V., Scriba, G. K. E., J. Pharmaceut. Biomed. 2007, 45, 688-693.
51. Eriksson, L., Johansson, E., Kettaneh-Wold, N., Trygg, J., Wikstrom, C., Wold, S. (Eds.), Multi- and Megavariate Data Analysis. Basic Principles and Applications I, 2nd edn., Umetrics Academy, Umeå 2001, pp. 39-103.
52. Wold, S., Johansson, E., Cocchi, M., in: Kubinyi, H. (Ed.), 3D QSAR in Drug Design, Theory, Methods, and Applications, ESCOM Science Publishers, Leiden 1993, pp. 523-550.
53. Gupta, V. K., Khani, H., Ahmadi-Roudi, B., Mirakhorli, S., Fereyduni, E., Agarwal, S., Talanta 2011, 83, 1014-1022.
54. Zhang, Y. X., Talanta 2007, 73, 68-75.
55. Jalali-Heravi, M., Garkani-Nejad, Z., J. Chromatogr. A 2002, 971, 207-215.
56. González-Arjona, D., López-Pérez, G., Gustavo-González, A., Talanta 2002, 56, 79-90.
57. Pauling, I., The Nature of the Chemical Bond, 3rd edn., Cornell University Press, Ithaca, NY 1960.