Simultaneous determination of the binding of amantadine and its analogues to synthetic melanin by liquid chromatography after precolumn derivatization with dansyl chloride

Journal of Chromatographic Science

Volumn 43, Issue 4, 2005, Pages 213-217

  Higashi, Yasuhiko ^a   Fujii, Youichi ^a  

^a HOKURIKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 19944413338     PISSN: 00219665     EISSN: None     Source Type: Journal    
DOI: 10.1093/chromsci/43.4.213     Document Type: Article

References (33)

1. L.P. Van Voris, R.F. Betts, F.G. Hayden, W.A. Christmas, and R.G. Douglas Jr. Successful treatment of naturally occurring influenza A/USSR/77 H1N1. J. Am. Med. Assoc. 245:1128-31 (1981).
2. Y.J. Bryson. The use of amantadine in children for prophylaxis and treatment of influenza A infections. Pediatr. Infect. Dis. 1:44 (1982).
3. C. Paci, A. Thomas, and M. Onofrj. Amantadine for dyskinesia in patients affected by severe Parkinson's disease. Neurol. Sci. 22: 75-76(2001).
4. M. Merello, M.I. Nouzeilles, A. Cammarota, and R. Leiguarda. Effect of memantine (NMDA antagonist) on Parkinson's disease: a double-blind crossover randomized study. Clin. Neuropharmacol. 22: 273-76 (1999).
5. V.G. Evidente, C.H. Adler, J.N. Caviness, and K. Gwinn-Hardy. A pilot study on the motor effects of rimantadine in Parkinson's disease. Clin. Neuropharmacol. 22:30-32 (1999).
6. B. Reisberg, R. Doody, A. Stoffler, F. Schnitt, S. Ferris, and H.J. Mobius. Memantine in moderate-to-severe Alzheimer's disease. N. Engl. J. Med. 348:1333-41 (2003).
7. J.J. Miguel-Hidalgo, X.A. Alvarez, R. Cacabelos, and G. Quack. Neuroprotection by memantine against neurodegeneration induced by beta-amyloid(1-40). Brain Res. 958:210-221 (2002).
8. R. Colgan, R. Michocki, L. Greisman, and T.A. Moore. Antiviral drugs in the immunocompetent host: part II. Treatment of influenza and respiratory syncytial virus infections. Am. Fam. Physician 67: 763-66 (2003).
9. J.A. Englund, R.E. Champlin, P.R. Wyde, H. Kantarjian, R.L. Atmar, J. Tarrand, H. Yousuf, H. Regnery, A.I. Klimov, N.J. Cox, and E. Whimbey. Common emergence of amantadine- and rimantadine-resistant influenza A viruses in symptomatic immunocompromised adults. Clin. Infect. Dis. 26:1418-24 (1998).
10. M.G. Garrino and J.C. Henquin. Adamantane derivatives: a new class of insulin secretagogues. Br. J. Pharmacol. 90:583-91 (1987).
11. W.E. Bleidner, J.B. Harmon, W.E. Hewes, T.E. Lynes, and E.G. Hermann. Absorption, distribution and excretion of amantadine hydrochloride. J. Pharmacol. Exp. Ther. 150:484-90 (1965).
12. M.J. Stumph, M.W. Noall, and V. Knight. Gas-chromatographic determination of amantadine in human urine. Clin. Chem. 26: 295-96 (1980).
13. P. Biandrate, G. Tognoni, G. Belvedere, A. Frigerio, M. Rizzo, and P.L. Morselli. A gas Chromatographic method for the determination of amantadine in human plasma. J. Chromatogr. 74:31-34 (1972).
14. A. Sioufi and F. Pommier. Cas Chromatographic determination of amantadine hydrochloride (Symmetrel) in human plasma and urine. J. Chromatogr. 183:33-39 (1980).
15. P.M. Belanger and O. Grech-Belanger. Gas-liquid Chromatographic determination of plasma and urinary levels of amantadine in man. J. Chromatogr. 228:327-32 (1982).
16. M.B. Hesselink, B.C. De Boer, D.D. Breimer, and W. Danysz. Brain penetration and in vivo recovery of NMDA receptor antagonists amantadine and memantine: a quantitative microdialysis study. Pharm. Res. 16:637-42 (1999).
17. R. Spector. Transport of amantadine and rimantadine through the blood-brain barrier. J. Pharmacol. Exp. Ther. 244:516-19 (1988).
18. K.B. Goralski, D.D. Smyth, and D.S. Sitar. In vivo analysis of aman tadine renal clearance in the uninephrectomized rat: functional significance of in vitro bicarbonate-dependent amantadine renal tubule transport. J. Pharmacol. Exp. Ther. 290:496-504 (1999).
19. H. Yamada, A. Yamahara, S. Yasuda, M. Abe, K. Oguri, S. Fukushima, and S. Ikeda-Wada. Dansyl chloride derivatization of methamphetamine: a method with advantages for screening and analysis of methamphetamine in urine. J. Anal. Toxicol. 26:17-22 (2002).
20. B. Fontaniella, J.L. Mateos, C. Vicente, and M.E. Legaz. Improvement of the analysis of dansylated derivatives of polyamines and their conjugates by high-performance liquid chromatography. J. Chromatogr. A 919:283-88 (2001).
21. B. Yagen and S. Burstein. Novel and sensitive method for the detection of anandamide by the use of its dansyl derivative. J. Chromatogr. 8740:93-99 (2000).
22. R.M. Ings. The melanin binding of drugs and its implications. Drug Metab. Rev. 15:1183-1212 (1984).
23. B. Leblanc, S. Jezequel, T. Davies, C. Hanton, and C. Taradach. Binding of drugs to eye melanin is not predictive of ocular toxicity. Regul. Toxicol. Pharmacol. 28:124-32 (1998).
24. M.M. Salazar-Bookaman, I. Wainer, and P.M. Patil. Relevance of drug-melanin interactions to ocular pharmacology and toxicology. J. Ocul. Pharmacol. 10:217-39 (1994).
25. S. Kristensen, A.L. Orsteen, S.A. Sande, and H.H. Tonnesen. Photoreactivity of biologically active compounds. VII. Interaction of antimalarial drugs with melanin in vitro as part of phototoxicity screening. J. Photochem. Photobiol. B. 26:87-95 (1994).
26. A.H. Lowrey, G.R. Famini, V. Loumbev, L.Y. Wilson, and J.M. Tosk. Modeling drug-melanin interaction with theoretical linear solvation energy relationships. Pigment Cell Res. 10:251-56 (1997).
27. M. Obika. Reversible binding of riboflavin and pteridines to melanin in vitro. Comp. Biochem. Physiol. B 53:521-23 (1976).
28. K. Shimada, R. Baweja, T. Sokoloski, and P.M. Patil. Binding characteristics of drugs to synthetic levodopa melanin. J. Pharm. Sci. 65: 1057-60 (1976).
29. H. Tjalve, M. Nilsson, and B. Larsson. Studies on the binding of chlorpromazine and chloroquine to melanin in vivo. Biochem. Pharmacol. 30:1845-47 (1981).
30. M.J. Koeberle, P.M. Hughes, C.C. Wilson, and G.G. Skellern. Development of a liquid chromatography-mass spectrometric method for measuring the binding of memantine to different melanins. J. Chromatogr. B1787:313-22 (2003).
31. Y. Higashi and Y. Fujii. Liquid Chromatographic determination of 1-adamantanamine and 2-adamantanamine in human plasma after pre-column derivatization with o-phthalaldehyde and 1-thio-beta-D-glucose. 7. Chromatogr. B 799:349-54 (2004).
32. Y. Higashi and Y. Fujii. Sensitive determination of the binding of antidepressants to synthetic melanin by liquid chramatography after pre-column derivatization with dansyl chloride, J. Liq. Chromatogr. Relat. Technol. 27:1903-14 (2004).
33. N. Reichová, J. Pazourek, P. Polásková, and J. Havel. Electrophoretic behavior of adamantane derivatives possessing antiviral activity and their determination by capillary zone electrophoresis with indirect detection. Electrophoresis 23:259-62 (2002).