Analysis of anticancer platinum(II)-complexes by microemulsion electrokinetic chromatography: Separation of diastereomers and estimation of octanol-water partition coefficients

Electrophoresis

Volumn 26, Issue 4-5, 2005, Pages 878-884

  Rappel, Christina ^a   Galanski, Markus ^a   Yasemi, Afshin ^a   Habala, Ladislav ^a   Keppler, Bernhard K ^a  

^a UNIVERSITY OF VIENNA   (Austria)

Author keywords

Anticancer drugs; Lipophilicity; Microemulsion electrokinetic chromatography; Oxaliplatin

Indexed keywords

DRUG DELIVERY; ISOMERS; LIQUID CHROMATOGRAPHY; PLATINUM COMPOUNDS; SULFUR COMPOUNDS;

ANTICANCER DRUG; CAPACITY FACTORS; DIASTEREOMERS; LIPOPHILICITY; MICROEMULSION ELECTROKINETIC CHROMATOGRAPHY; MODERN DRUG DEVELOPMENT; OCTANOL-WATER PARTITION COEFFICIENT; OXALIPLATIN; P-VALUES; PLATINUM COMPLEXES;

MICROEMULSIONS;

ANTINEOPLASTIC AGENT; BUFFER; BUTANOL; CARBOPLATIN; CISPLATIN; DODECYL SULFATE SODIUM; HEPTANE; OCTANOL; OXALIPLATIN; OXALIPLATIN DERIVATIVE; PHOSPHATE; UNCLASSIFIED DRUG; WATER;

ACCURACY; ANALYTICAL PARAMETERS; ARTICLE; CALCULATION; CANCER CHEMOTHERAPY; CONTROLLED STUDY; CORRELATION ANALYSIS; DIASTEREOISOMER; DRUG PENETRATION; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; INTERMETHOD COMPARISON; LIPOPHILICITY; LIQUID CHROMATOGRAPHY; MEASUREMENT; MICROEMULSION ELECTROKINETIC CHROMATOGRAPHY; PARTITION COEFFICIENT; PH; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTITATIVE ANALYSIS; SEPARATION TECHNIQUE; TEMPERATURE MEASUREMENT;

EID: 15844414509     PISSN: 01730835     EISSN: None     Source Type: Journal    
DOI: 10.1002/elps.200410053     Document Type: Article

References (54)

1. Hartinger, C. G., Timerbaev, A. R., Keppler, B. K., Electrophoresis 2003, 24, 2023-2037.
2. Timerbaev, A. R., Küng, A., Keppler, B. K., J. Chromatogr. A 2002,945, 25-44.
3. Timerbaev, A. R., Aleksenko, S. S., Polec-Pawlak, K., Ruzik, R., Semenova, O., Hartinger, C. G., Oszwaldowski, S., Galanski, M., Jarosz, M., Keppler, B. K., Electrophoresis 2004,25, 1988-1995.
4. Hartinger, C. G., Schluga, P., Galanski, M., Baumgärtner, C., Timerbaev, A. R., Keppler, B. K., Electrophoresis 2003, 24 2038-2044.
5. Küng, A., Galanski, M., Baumgärtner, C., Keppler, B. K., Inorg. Chim. Acta 2002, 339, 9-13.
6. Zenker, A., Galanski, M., Bereuter, T. L., Keppler, B. K., Lindner, W., JBIC 2000, 5, 498-504.
7. Strickmann, D. B., Küng, A., Keppler, B. K., Electrophoresis 2002, 23, 74-80.
8. Warnke, U., Gysler, J., Hofte, B., Tjaden, U. R., Van der Greef, J., Kloft, C., Schunack, W., Jaehde, U., Electrophoresis 2001, 22, 97-103.
9. Zenker, A., Galanski, M., Bereuter, T. L., Keppler, B. K., Lindner, W., J. Chromatogr. B 2000, 745, 211-219.
10. Zenker, A., Galanski, M., Bereuter, T. L., Keppler, B. K., Lindner, W., J. Chromatogr. A 1999, 852, 337-346.
11. Lippert, B. (Ed.), Cisplatin: Chemistry and Biochemistry of a Leading Anticancer Drug, Helvetica Chimica Acta, Zürich (Switzerland) and WILEY VCH, Weinheim 1999.
12. Jakupec, M. A., Galanski, M., Keppler, B. K., Rev. Physiol. Biochem. Pharmacol. 2003,146, 1-53.
13. Bloemink, M. J., Reedijk, J., Met. Ions Biol. Syst. 1996, 32, 641-685.
14. Chu, G., J. Biol. Chem. 1994, 269, 787-790.
15. Jamieson, E. R., Lippard, S. J., Chem. Rev. 1999, 99 2467-2498.
16. Gralla, J. D., Sasse-Dwight, S., Poljak, L. G., Cancer Res. 1987, 47, 5092-5096.
17. Scheeff, E. D., Briggs, J. M., Howell, S. B., Mol. Pharmacol. 1999, 56, 633-643.
18. Spingler, B., Whittington, D. A., Lippard, S. J., Inorg. Chem. 2001, 40, 5596-5602.
19. Graham, M. A., Lockwood, G. F., Greenslade, D., Brienza, S., Bayssas, M., Gamelin, E., Clin. Cancer Res. 2000, 6, 1205-1218.
20. Hansch, C., Hoekman, D., Leo, A., Zhang, L., Li, P., Toxicol. Lett. 1995, 79, 45-53.
21. Hansch, C., Leo, A., Mekapati, S. B., Kurup, A., Bioorg. Med. Chem. 2004, 12, 3391-3400.
22. Perkins, R., Fang, H., Tong, W., Welsh, W. J., Environ. Toxicol. Chem. 2003, 22, 1666-1679.
23. Poole, C. F., Gunatilleka, A. D., Poole, S. K., Adv. Chromatogr. 2000, 40, 159-230.
24. Danielsson, L.-G., Zhang, Y.-H., Trends Anal. Chem. 1996, 15, 188-196.
25. Comer, J. E. A., Methods Principles Med. Chem. 2003, 18, 21-45.
26. Leo, A., Handbook of Property Estimation Methods for Chemicals, Lewis Publishers, Boca Raton, FL 2000, pp. 89-114.
27. Berthod, A., Carda-Broch, S., J. Chromatogr. A 2004, 1037, 3-14.
28. OECD Guidelines for Testing of Chemicals, No. 107, OECD, Paris, 1995.
29. Valko, K., J. Chromatogr. A 2004, 1037, 299-310.
30. Donovan, S. F., Pescatore, M. C., J. Chromatogr. A 2002, 952, 47-61.
31. Zhao, Y., Jona, J., Chow David, T., Rong, H., Semin, D., Xia, X., Zanon, R., Spancake, C., Maliski, E., Rapid Commun. Mass Spectrom. 2002, 16, 1548-1555.
32. Petrovic, S. M., Loncar, E., Kolarov, L., Pejanovic, V., J. Chromatogr. Sci. 2002, 40, 569-574.
33. Sarbu, C., Kuhajda, K., Kevresan, S., J. Chromatogr. A 2001, 917, 361-366.
34. Chen, N., Zhang, Y., Terabe, S., Nakagawa, T., J. Chromatogr. A 1994, 678, 327-332.
35. Herbert, B. J., Dorsey, J. G., Anal. Chem. 1995, 67 744-749.
36. Trone, M. D., Leonard, M. S., Khaledi, M. G., Anal. Chem. 2000, 72, 1228-1235.
37. Smith, J. T., Vinjamoori, D. V., J. Chromatogr. B 1995, 669, 59-66.
38. Lucangioli, S. E., Carducci, C. N., Tripodi, V. P., Kenndler E., J. Chromatogr. B 2001, 765, 113-120.
39. Klotz, W. L., Schure, M. R., Foley, J. P., J. Chromatogr. A 2002, 962, 207-219.
40. Razak, J. L., Cutak, B. J., Larive, C. K., Lunte, C. E., Pharm. Res. 2001, 18, 104-111.
41. Ishihama, Y., Oda, Y., Uchikawa, K., Asakawa, N., Anal. Chem. 1995, 67, 1588-1595.
42. Gluck, S. J., Benkö, M. H., Hallberg, R. K., Steele, K. P., J. Chromatogr. A 1996, 744, 141-146.
43. Klotz, W. L., Schure, M. R., Foley, J. P., J. Chromatogr. A 2001, 930, 145-154.
44. Poole, S. K., Durham, D., Kibbey, C., J. Chromatogr. B 2000, 745, 117-126.
45. Jia, Z., Mei, L., Lin, F., Huang, S., Killion, R. B., J. Chromatogr. A 2003, 1007, 203-208.
46. Mrestani, Y., Neubert, R. H. H., Krause, A., Pharm. Res. 1998, 15, 799-801.
47. Lucangioli, S. E., Kenndler, E., Carlucci, A., Tripodi, V. P., Scioscia, S. L., Carducci, C. N., J. Pharm. Biomed. Anal. 2003, 33, 871-878.
48. Kidani, Y., Inagaki, K., Iigo, M., Hoshi, A., Kuretani, K., J. Med. Chem. 1978, 21, 1315-1318.
49. Galanski, M., Yasemi, A., Slaby, S., Jakupec, M. A., Arion, V.B., Rausch, M., Nazarov, A. A., Keppler, B. K., Eur. J. Med. Chem. 2004, 39, 707-714.
50. Galanski, M., Yasemi, A., Jakupec, M. A., Graf v. Keyserlingk, N., Keppler, B. K., Chem. Monthly 2005, in press.
51. Altria, K. D., Mahuzier, P.-E., Clark, B. J., Electrophoresis 2003, 24, 315-324.
52. Gogova, K., Maichel, B., Gaš, B., Kenndler, E., J. Chromatogr. A 2001, 916, 79-87.
53. Maichel, B., Gogova, K., Gaš, B., Kenndler, E., J. Chromatogr. A 2000, 894, 25-34.
54. Leo, A., Hansch, C., Elkins, D., Chem. Rev. 1971, 71 525-616.