Use of reversed-phase liquid chromatography for determining the lipophilicity of α-aryl-N-cyclopropylnitrones

Journal of Pharmaceutical and Biomedical Analysis

Volumn 39, Issue 5, 2005, Pages 1057-1062

  Balogh, György T ^a   Szántó, Zoltán ^b   Forrai, Erika ^a   Gyorffy, Werner ^b,c   Lopata, Antal ^b  

^a GEDEON RICHTER LTD   (Hungary)

^b CheMicro Ltd   (Hungary)

^c UNIVERSITY COLLEGE CORK   (Ireland)

Author keywords

Calculated log P; CoMSIA; Cyclopropylnitrones; HPLC; Lipophilicity

Indexed keywords

ACETONITRILE; METHANOL; NITRONE DERIVATIVE; WATER;

ARTICLE; CORRELATION COEFFICIENT; DRUG DETERMINATION; DRUG STRUCTURE; HYDROPHOBICITY; LIPOPHILICITY; MATHEMATICAL COMPUTING; POLARIZATION; PRIORITY JOURNAL; REVERSED PHASE LIQUID CHROMATOGRAPHY; STATISTICAL SIGNIFICANCE;

CHEMISTRY, PHYSICAL; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; LIPIDS; METHANOL; NITROGEN OXIDES; SOLVENTS; WATER;

EID: 26644460646     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2005.05.019     Document Type: Article

References (35)

1. B. Arvin, L.F. Neville, F.C. Barone, and G.Z. Feuerstein Neurosci. Biobehav. Rev. 20 1996 445 452
2. K.R. Maples, A.R. Green, and R.A. Floyd CNS Drugs 18 2004 1071 1084
3. D. Mario, and G. Doina FASEB J. 17 2003 1922 1924
4. B. Poeggeler Neurobiol. Aging 25 2004 S587 S588
5. M.D. Ginsberg, D.A. Becker, R. Busto, A. Belayev, Y. Zhang, L. Khoutorova, J.J. Ley, W. Zhao, and L. Belayev Ann. Neurol. 54 2003 330 342
6. A.R. Green, T. Ashwood, T. Odergren, and D.M. Jackson Pharmacol. Ther. 100 2003 195 214
7. A. Dhainaut, A. Tizot, E. Raimbaud, B. Lockhart, P. Lestage, and S. Goldstein J. Med. Chem. 43 2000 2165 2175
8. H.Y. Cheng, T. Liu, G. Feurstein, and F.C. Barone Free Rad. Biol. Med. 14 1993 243 250
9. G. Camenisch, G. Folkers, and H. van de Waterbeemd E. J. Pharm. Sci. 6 1998 325 333
10. T. Fujita, J. Iwasa, and C. Hansch J. Am. Chem. Soc. 86 1964 1616 1626
11. R. Kaliszan P.R. Brown E. Grushka Advances in Chromatography 1993 Marcel Dekker NY 147 154
12. T. Djaković-Sekulić, M. Aćanski, and N. Periśić-Janjić J. Chromatogr. B 766 2001 67 75
13. V.R. Meyer Practical High-Performance Liquid Chromatography second ed. 1996 Wiley NY
14. L.R. Snyder, J.W. Dolan, and J.R. Gant J. Chromatogr. 165 1979 3 30
15. K. Valko, and P. Slegel J. Chromatogr. 631 1993 49 61
16. K. Valko, C. Bevan, and D. Reynolds Anal. Chem. 69 1997 2022 2029
17. P. Buchwald, and N. Bodor Curr. Med. Chem. 5 1995 353 380
18. C.E. Thomas, D.F. Ohlweiler, and B. Kalyanaraman J. Biol. Chem. 269 1994 28055 28061
19. K. Vukics, G. Tárkányi, F. Dravecz, and J. Fischer Synth. Commun. 33 2003 3419 3425
20. G. Klebe, U. Abraham, and T. Mietzner J. Med. Chem. 37 1994 4130 4146
21. T. Fujita, J. Iwasa, and C. Hansch J. Am. Chem. Soc. 86 1964 5175 5180
22. J. Chou, and P. Jurs J. Chem. Inf. Comput. Sci. 19 1979 172 178
23. G.O. Spessard J. Chem. Inf. Comput. Sci. 38 1998 1250 1253
24. R.F. Rekker, and R. Mannhold Calculation of Drug Lipophilicity. The Hydrophobic Fragmental Constant Approach 1992 VCH Weinheim
25. I.V. Tetko, V.Y. Tanchuk, and A.E.P. Villa J. Chem. Inf. Comput. Sci. 41 2001 1407 1421
26. I.V. Tetko, and V.Y. Tanchuk J. Chem. Inf. Comput. Sci. 42 2002 1136 1145
27. W.M. Meyland, and P.H. Howard J. Pharm. Sci. 84 1995 83 92
28. R. Wang, Y. Fu, and L. Lai J. Chem. Inf. Comput. Sci. 37 1997 615 621
29. I. Moriguchi, S. Hirono, Q. Liu, I. Nakagome, and Y. Marsushita Chem. Pharm. Bull. 40 1992 127 139
30. I. Moriguchi, S. Hirono, Q. Liu, I. Nakagome, and H. Hirano Chem. Pharm. Bull. 42 1994 976 978
31. Sybyl 6.4 and 6.8, Tripos Inc., St. Louis, MO, USA.
32. ACD/Labs 8.0, Advanced Chemistry Development Inc., Toronto, Ont., Canada.
33. I. Komáromi, and J.M.J. Tronchet J. Mol. Struct. 366 1996 147 160
34. Spartan '04, Wavefunction Inc., Irvine, CA, USA.
35. L.G. Biagi, A.M. Barbaro, A. Sapone, and M. Recanatini J. Chromatogr. 669 1994 246 253