Structure-retention relationship study of diastereomeric (Z)- and (E)-2-alkylidene-4-oxothiazolidines

Journal of Separation Science

Volumn 30, Issue 14, 2007, Pages 2241-2248

  Natić, Maja ^a   Marković, Rade ^a   Milojković Opsenica, Dušanka M ^a   Tešić, Živoslav ^a  

^a UNIVERSITY OF BELGRADE   (Serbia)

Author keywords

Diastereomers; Lipophilicity; Multiple linear regression; Quantitative structure retention relationship; RP TLC

Indexed keywords

LINEAR REGRESSION; LIQUID CHROMATOGRAPHY; MOLECULAR ORBITALS; OPTIMIZATION;

ALKYLIDENE; DIASTEREOMERS; LIPOPHILICITY; OXOTHIAZOLIDINES; PHYSICOCHEMICAL STRUCTURAL DESCRIPTORS; QUANTITATIVE STRUCTURE-RETENTION RELATIONSHIP;

DERIVATIVES;

THIAZOLIDINE DERIVATIVE;

ARTICLE; CALCULATION; CHEMICAL STRUCTURE; CONTROLLED STUDY; CORRELATION ANALYSIS; DIASTEREOISOMER; LIPOPHILICITY; MULTIPLE LINEAR REGRESSION ANALYSIS; PRIORITY JOURNAL; STATISTICAL SIGNIFICANCE; THIN LAYER CHROMATOGRAPHY;

EID: 34848918147     PISSN: 16159306     EISSN: 16159314     Source Type: Journal    
DOI: 10.1002/jssc.200700152     Document Type: Article

References (45)

1. Hasdenteufel, F., Sep. Purif. Rev. 2006, 35, 193-221.
2. Taskinen, J., Yliruusi, J., Adv. Drug Deliv. Rev. 2003, 55, 1163-1183.
3. Kaliszan, R., J. Chromatogr. A 1993, 656, 417-435.
4. Markuszewski, M., Kaliszan, R., J. Chromatogr. B 2002, 768, 33-66.
5. Ribeiro, F. A. L., Ferreira, M. M. C., J. Mol. Struct. 2003, 663, 109-126.
6. Hancock, T., Put, R., Coomans, D., Heyden, Y. V., Everingham, Y., Chemom. Intell. Lab. Syst. 2005, 76, 185-196.
7. Hennion, M. C., Coquart, V., Guenu, S., Sella, C., J. Chromatogr. A 1995, 712, 287-301.
8. Poole, S. K., Poole, C. F., J. Chromatogr. B 2003, 797, 3-19.
9. Mager, D. E., Adv. Drug Deliv. Rev. 2006, 58, 1326-1336.
10. Wang, Q. S., Zhang, L., J. Liq. Chromatogr. Relat. Technol. 1999, 22, 1-14.
11. Slawik, T., Paw, B., J. Liq. Chromatogr. Relat. Technol. 2004, 27, 1043-1055.
12. Bate-Smith, E. C., Westall, R. G., Biochim. Biophys. Acta 1950, 4, 427-440.
13. Soczewinski, E., Wachtmeister, C. A. J. Chromatogr. 1962, 7, 311-320.
14. Biagi, G. L., Barbaro, A. M., Sapone, A., J. Chromatogr. A 1994, 662, 341-361.
15. Biagi, G. L., Barbaro, A. M., Gamba, M. F., Guerra, M. C., J. Chromatogr. 1969, 41, 371-379.
16. Pietrogrande, M. C., Bighi, C., Borea, P. A., Barbaro, A. M., Guerra, M. C., Biagi, G. L. J. Liq. Chromatogr. 1985, 8, 1711-1729.
17. Pyka, A., Bober, K., J. Planar Chromatogr. 2002, 15, 59-66.
18. Pyka, A., Niestroj, A., J. Liq. Chromatogr. Relat. Technol. 2001, 24, 2399-2413.
19. Pyka, A., J. Liq. Chromatogr. Relat. Technol. 2001, 24, 433-460.
20. Golbraikh, A., Bonchev, D., Tropsha, A., J. Chem. Inf. Comput. Sci. 2002, 42, 769-787.
21. Heinzen, V. E. F., Soares, M. F., Yunes, R. A., J. Chromatogr. 1999, 849, 495-506.
22. Junkes, B. S., Yunes, R. D., Heinzen, V. E. F., Internet Electron. J. Mol. Des. 2003, 2, 33-49, http://www.biochempress.com.
23. Hansson, G., Ahnoff, M., J. Chromatogr. 1994, 666, 505-517.
24. Hansson, G., Ahnoff, M., Chemom. Intell. Lab. Syst. 1992, 17, 223-231.
25. Singh, S. P., Parmar, S. S., Raman, K., Stenberg, V. I., Chem. Rev. 1981, 81, 175-203.
26. Faulkner, D. J., Nat. Prod. Rep. 1998, 15, 113-158.
27. Sokolenko, N., Abbenante, G., Scanlon, M. J., Jones, A., Gahan, R., Hanson, G. R., Fairlie, D. P., J. Am. Chem. Soc. 1999, 121, 2603-2604.
28. Küçükgüzel, S. G., Oruç, E. E., Rollas, S., Sahin, F., Özbek, A., Eur. J. Med. Chem. 2002, 37, 197-206.
29. Gududuru, V., Hurh, E., Dalton, J. T., Miller, D. D., J. Med. Chem. 2005, 48, 2584-2588.
30. Ottanà, R., Carotti, S., Maccari, R., Landini, I., Chiricosta, G., Caciagli, B., Vigorita, M. G., Mini, E., Bioorg. Med. Chem. Lett. 2005, 15, 3930-3933.
31. Marković, R., Baranac, M., Džambaski, Z., Stojanović, M., Steel, P. J., Tetrahedron 2003, 59, 7803-7810.
32. Maxković, R., Shirazi, A., Džambaski, Z., Baranac, M., Minić, D., J. Phys. Org. Chem. 2004, 17, 118-123.
33. Natić, M., Marković, R., Andelković, K., Milojković-Opsenica, D. M., Tešic, Ž. L., J. Planar Chromatogr. 2004, 17, 323-327.
34. Hintze, J., NCSS and PASS. Number Cruncher Statistical Systems, Kaysville, Utah 2001, www.ncss.com.
35. Hansch, C., Leo, A., Substituent Constants for Correlation Analysis in Chemistty and Biology, Wiley, New York 1979.
36. Marković, R., Baranac, M., Juranić, N., Macura, S., Cekić, I., Minić, D., J. Mol. Struct. 2006, 800, 85-92.
37. Dewar, M. J. S., Zoebisch, E. G., Healy, E. F., Stewart, J. J. P., J. Am. Chem. Soc. 1985, 107, 3902-3909.
38. Kier, L. B., Hall, L. H., J. Pharm. Sci. 1981, 70, 583-589.
39. Kaliszan, R., Höltje, H.-D. J. Chromatogr. 1982, 234, 303-310.
40. Kaliszan, R., Ośmaiłowski, K., J. Chromatogr. 1990, 506, 3-16.
41. Wold, S., Quant. Struct.-Act. Relat. 1991, 10, 191-193.
42. Kaczmarski, K., Prus, W., Kowalska, T., J. Chromatogr. A 2000, 869, 57-64.
43. Kaliszan, R., Structure and Retention in Chromatography. A Chemometric Approach, Harwood Academic Publishers, Amsterdam 1997.
44. Sandström, J., Top. Stereochem. 1983, 14, 83-181.
45. Kleinpeter, E., Klod, S., Rudorf, W.-D., J. Org. Chem. 2004, 69, 4317-4329.