Determination of eflornithine enantiomers in plasma by precolumn derivatization with o-phthalaldehyde-N-acetyl-L-cysteine and liquid chromatography with UV detection

Biomedical Chromatography

Volumn 24, Issue 7, 2010, Pages 768-773

  Jansson Lofmark R ^a   Romsing S ^b,c   Albers, E ^a,d   Ashton, M ^a  

^a UNIVERSITY OF GOTHENBURG   (Sweden)

^b UPPSALA UNIVERSITY   (Sweden)

^c Center for Clinical Research Dalarna   (Sweden)

^d CHALMERS UNIVERSITY OF TECHNOLOGY   (Sweden)

Author keywords

Cancer; Chiral separation; Eflornithine; Human African sleeping sickness

Indexed keywords

AMINO ACIDS; CHIRALITY; DISEASES; LIQUID CHROMATOGRAPHY;

CANCER; CHIRAL SEPARATIONS; DIASTEREOMERS; EFLORNITHINE; HUMAN AFRICAN SLEEPING SICKNESS; N-ACETYL-L-CYSTEINE; O-PHTHALALDEHYDE; PRE-COLUMN DERIVATISATION; SLEEPING SICKNESS; UV DETECTION;

ENANTIOMERS;

2 PHTHALALDEHYDE N ACETYLCYSTEINE; ACETYLCYSTEINE; DEXTRO EFLORNITHINE; EFLORNITHINE; UNCLASSIFIED DRUG;

ARTICLE; CALIBRATION; DIASTEREOISOMER; DRUG BLOOD LEVEL; DRUG STABILITY; HUMAN; LIQUID CHROMATOGRAPHY; QUALITY CONTROL; QUANTITATIVE ANALYSIS; ULTRAVIOLET RADIATION;

EID: 77953484177     PISSN: 02693879     EISSN: 10990801     Source Type: Journal    
DOI: 10.1002/bmc.1361     Document Type: Article

References (22)

1. Bacchi CJ, Nathan HC, Hutner SH, McCann PP and Sjoerdsma A. Polyamine metabolism: a potential therapeutic target in trypanosomes. Science 1980; 210(4467): 332-334.
2. Balasegaram M, Young H, Chappuis F, Priotto G, Raguenaud ME and Checchi F. Eff ectiveness of melarsoprol and efl ornithine as fi rst-line regimens for gambiense sleeping sickness in nine Medecins Sans Frontieres programmes. Transactions of the Royal Society of Tropical Medicine and Hygiene 2009; 1003: 280-290.
3. Gerner EW, Meyskens FL Jr, Goldschmid S, Lance P and Pelot D. Rationale for, and design of, a clinical trial targeting polyamine metabolism for colon cancer chemoprevention. Amino Acids 2007; 33(2): 189-195. (Pubitemid 47222961)
4. Hanpitakpong W, Kamanikom B, Banmairuroi V and Na-Bangchang K. High-performance liquid chromatographic method for determination of 2-difl uoromethyl-DL-ornithine in plasma and cerebrospinal fl uid. Journal of Chromatography B: Analytical Technology in Biomedicine and Life Sciences 2003; 788(2): 221-231.
5. Hu T, Zuo H, Riley CM, Stobaugh JF and Lunte SM. Determination of alpha-difl uoromethylornithine in blood by microdialysis sampling and capillary electrophoresis with UV detection. Journal of Chromatography A 1995; 716(1-2): 381-388.
6. Ignatenko NA, Besselsen DG, Stringer DE, Blohm-Mangone KA, Cui H and Gerner EW. Combination chemoprevention of intestinal carcinogenesis in a murine model of familial adenomatous polyposis. Nutrition and Cancer 2008; 60(suppl. 1): 30-35.
7. Ilisz I, Berkecz R and Peter A. Application of chiral derivatizing agents in the high-performance liquid chromatographic separation of amino acid enantiomers: a review. Journal of Pharmaceutical and Biomedical Analysis 2008; 47(1): 1-15.
8. Jansson R, Malm M, Roth C and Ashton M. Enantioselective and nonlinear intestinal absorption of efl ornithine in the rat. Antimicrobial Agents and Chemotherapy 2008; 52(8): 2842-2848.
9. Kennedy PG. Human African trypanosomiasis: in and out of Africa. Neurology 2006; 66(7): 962-963. (Pubitemid 44044775)
10. Kennedy PG. The continuing problem of human African trypanosomiasis (sleeping sickness). Annals of Neurology 2008; 64(2): 116-126.
11. Kilkenny ML, Slavik M, Riley CM and Stobaugh JF. Plasma analysis of alpha-difl uoromethylornithine using pre-column derivatization with naphthalene-2,3-dicarboxaldehyde/CN and multidimensional chromatography. Journal of Pharmaceutical and Biomedical Analysis 1998; 17(6-7): 1205-1213. (Pubitemid 29023097)
12. Malm M and Bergqvist Y. Determination of efl ornithine enantiomers in plasma, by solid-phase extraction and liquid chromatography with evaporative light-scattering detection. Journal of Chromatography B: Analytical Technology in Biomedicine and Life Sciences 2007; 846(1-2): 98-104.
13. McLaren CE, Fujikawa-Brooks S, Chen WP, Gillen DL, Pelot D, Gerner EW and Meyskens FL Jr. Longitudinal assessment of air conduction audiograms in a phase III clinical trial of difl uoromethylornithine and sulindac for prevention of sporadic colorectal adenomas. Cancer Prevention Research (Philadelphia, PA) 2008; 1(7): 514-521.
14. Meyskens FL Jr, McLaren CE, Pelot D, Fujikawa-Brooks S, Carpenter PM, Hawk E, Kelloff G, Lawson MJ, Kidao J, McCracken J, Albers CG, Ahnen DJ, Turgeon DK, Goldschmid S, Lance P, Hagedorn CH, Gillen DL and Gerner EW. Difl uoromethylornithine plus sulindac for the prevention of sporadic colorectal adenomas: a randomized placebo-controlled, double-blind trial. Cancer Prevention Research (Philadelphia, PA) 2008; 1(1): 32-38.
15. Na-Bangchang K, Doua F, Konsil J, Hanpitakpong W, Kamanikom B and Kuzoe F. The pharmacokinetics of efl ornithine (alphadifl uoromethylornithine) in patients with late-stage T.b. gambiense sleeping sickness. European Journal of Clinical Pharmacology 2004; 60(4): 269-278. (Pubitemid 38916446)
16. Nimura N and Kinoshita T. o-Phthalaldehyde-N-acetyl-L-cysteine as a chiral derivatization reagent for liquid chromatographic optical resolution of amino acid enantiomers and its application to conventional amino acid analysis. Journal of Chromatography 1986; 352: 169-177. (Pubitemid 16036489)
17. Qu N, Ignatenko NA, Yamauchi P, Stringer DE, Levenson C, Shannon P, Perrin S and Gerner EW. Inhibition of human ornithine decarboxylase activity by enantiomers of difl uoromethylornithine. Biochemistry Journal 2003; 375(Pt 2): 465-470. (Pubitemid 37315455)
18. Singtoroj T, Tarning J, Annerberg A, Ashton M, Bergqvist Y, White NJ, Lindegardh N and Day NP. A new approach to evaluate regression models during validation of bioanalytical assays. Journal of Pharmaceutical and Biomedical Analysis 2006; 41(1): 219-227.
19. Smithers J. A precolumn derivatization high-performance liquid chromatographic (HPLC) procedure for the quantitation of difl uoromethylornithine in plasma. Pharmaceutical Research 1988; 5(10): 684-686.
20. Snyder L, Glajch J and Kirkland JJ. Practical HPLC Method Development, 2nd edn. Wiley-Interscience: New York, 1997.
21. US-FDA. Bioanalytical Method Validation Guidance. Food and Drug Administration, Center for Drug Evaluation and Research: Washington, DC, 2001.
22. Wagner J, Gaget C, Heintzelmann B and Wolf E. Resolution of the enantiomers of various alpha-substituted ornithine and lysine analogs by high-performance liquid chromatography with chiral eluant and by gas chromatography on Chirasil-Val. Analytical Biochemistry 1987; 164(1): 102-116.