Characterization of the disposition and toxicokinetics of N-butylpyridinium chloride in male F-344 rats and female B6C3F1 mice and its transport by organic cation transporter 2

Drug Metabolism and Disposition

Volumn 37, Issue 4, 2009, Pages 909-916

  Cheng, Y ^a   Wright, S H ^a   Hooth, M J ^b   Sipes, I G ^a  

^a UNIVERSITY OF ARIZONA COLLEGE OF MEDICINE   (United States)

^b NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 BUTYLPYRIDINIUM CHLORIDE; INULIN; ORGANIC CATION TRANSPORTER 2; PYRIDINIUM DERIVATIVE; TETRYLAMMONIUM; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; B6C3F1 MOUSE; CHO CELL; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG CLEARANCE; DRUG ELIMINATION; DRUG EXCRETION; DRUG HALF LIFE; FEMALE; FISCHER 344 RAT; GASTROINTESTINAL TRACT; GLOMERULUS FILTRATION RATE; IC 50; INCUBATION TIME; INTESTINE ABSORPTION; MALE; MOUSE; MOUSE STRAIN; NONHUMAN; PRIORITY JOURNAL; RAT; REPEATED DRUG DOSE; SINGLE DRUG DOSE; SKIN PENETRATION; TOXICOKINETICS; URINARY EXCRETION;

ANIMALS; CHO CELLS; CRICETINAE; CRICETULUS; FEMALE; MALE; MICE; ORGANIC CATION TRANSPORT PROTEINS; PYRIDINIUM COMPOUNDS; RATS; RATS, INBRED F344;

CRICETULUS GRISEUS; MUS; RATTUS;

EID: 63849207254     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.108.022681     Document Type: Article

References (34)

1. Baker GA, Baker SN, Pandey S, and Bright FV (2005) An analytical view of ionic liquids. Analyst 130:800-808.
2. Bernot RJ, Brueseke MA, Evans-White MA, and Lamberti GA (2005a) Acute and chronic toxicity of imidazolium-based ionic liquids on Daphnia magna. Environ Toxicol Chem 24:87-92.
3. Bernot RJ, Kennedy EE, and Lamberti GA (2005b) Effects of ionic liquids on the survival, movement and feeding behavior of the freshwater snail, Physa acuta. Environ Toxicol Chem 24:1759-1765.
4. Chen Y, Zhang S, Sorani M, and Giacomini KM (2007) Transport of paraquat by human organic cation transporters and multidrug and toxic compound extrusion family. J Pharmacol Exp Ther 322:695-700.
5. Couling DJ, Bernot RJ, Docherty KM, Dixon JK, and Maginn EJ (2005) Assessing the factors responsible for ionic liquid toxicity to aquatic organism via quantitative structure-property relationship modeling. Green Chem 8:82-90.
6. Docherty MK and Kulpa CF (2005) Toxicity and antimicrobial activity of imidazolium and pyridinium ionic liquids. Green Chem 7:185-195.
7. Earle MJ and Seddon KR (2000) Ionic liquids. Green solvents for the future. Pure Appl Chem 72:1391-1398.
8. Endres F and Zein El Abedin S (2006) Air and water stable ionic liquids in physical chemistry. Phys Chem Chem Phys 8:2101-2116.
9. Freemantle M (2000) Eyes on ionic liquids. Chem Eng News 78:37-50.
10. Groves CE, Evans KK, Dantzler WH, and Wright SH (1994) Peritubular organic cation transport in isolated rabbit proximal tubules. Am J Physiol 266:F450-F458.
11. Jonker JW, Wagenaar E, Van Eijl S, and Schinkel AH (2003) Deficiency in the organic cation transporters 1 and 2 (Oct1/Oct2 [Slc22a1/Slc22a2]) in mice abolishes renal secretion of organic cations. Mol Cell Biol 23:7902-7908.
12. Koepsell H, Lips K, and Volk C (2007) Polyspecific organic cation transporters: structure, function, physiological roles and biopharmaceutical implications. Pharm Res 24:1227-1251.
13. Landry TD, Brooks K, Poche D, and Woolhiser M (2005) Acute toxicity profile of 1-butyl-3-methylimidazolium chloride. Bull Environ Contam Toxicol 74:559-565.
14. Latała A, Stepnowski P, Nedzi M, and Mrozik W (2005) Marine toxicity assessment of imidazolium ionic liquids: acute effects on the Baltic algae Oocystis submarina and Cyclotella meneghiniana. Aquat Toxicol 73:91-98.
15. Malo C and Berteloot A (1991) Analysis of kinetic data in transport studies: new insights from kinetic studies of Na( + )-D-glucose cotransport in human intestinal brush-border membrane vesicles using a fast sampling, rapid filtration apparatus. J Membr Biol 122:127-141.
16. Matsuzaki T, Morisaki T, Sugimoto W, Yokoo K, Sato D, Nonoguchi H, Tomita K, Terada T, Inui K, Hamada A, et al. (2008) Altered pharmacokinetics of cationic drugs caused by down-regulation of renal rOCT2 (Slc22a2) and rMATE1 (Slc47a1) in ischemia/reperfusion-induced acute kidney injury. Drug Metab Dispos 36:649-654.
17. Motohashi H, Sakurai Y, Saito H, Masuda S, Urakami Y, Goto M, Fukatsu A, Ogawa O, and Inui K-I (2002) Gene expression levels and immunolocalization of organic anion transporters in the human kidney. J Am Soc Nephrol 13:866-874.
18. Okuda M, Saito H, Urakami Y, Takano M, and Inui K (1996) cDNA cloning and functional expression of a novel rat kidney organic cation transporter, OCT2. Biochem Biophys Res Commun 224:500-507.
19. Otsuka M, Matsumoto T, Morimoto R, Arioka S, Omote H, and Moriyama Y (2005) A human transporter protein that mediates the final excretion step for toxic organic cations. Proc Natl Acad Sci USA 102:17923-17928.
20. Pelis RM, Suhre WM, and Wright SH (2006) Functional influence of N-glycosylation in OCT2-mediated tetraehylammonium transport. Am J Physiol Renal Physiol 290:F1118-F1126.
21. Pernak J, Sobaszkiewicz K, and Mirska I (2003) Anti-microbial activities of ionic liquids. Green Chem 5:52-56.
22. Ranke J, Mölter K, Stock F, Bottin-Weber U, Poczobutt J, Hoffmann J, Ondruschka B, Filser J, and Jastorff B (2004) Biological effects of imidazolium ionic liquids with varying chain lengths in acute Vibrio fischeri and WST-1 cell viability assays. Ecotoxicol Environ Saf 58:396-404.
23. Rogers RD and Seddon KR (2003) Chemistry. Ionic liquids-solvents for the future. Science 302:792-793.
24. Shargel L and Yu A (1993) Applied Biopharmaceutics and Pharmacokinetics, 3rd ed, Appleton & Lange, Norwalk, CT.
25. Sipes IG, Knudsen GA, and Kuester RK (2008) The effects of dose and route on the toxicokinetics and disposition of 1-butyl-3-methylimidazolium chloride in male F-344 rats and female B6C3F1 mice. Drug Metab Dispos 36:284-293.
26. Slitt AL, Cherrington NJ, Hartley DP, Leazer TM, and Klaassen CD (2002) Tissue distribution and renal developmental changes in rat organic cation transport mRNA levels. Drug Metab Dispos 30:212-219.
27. Stock F, Hoffmann J, Ranke J, Stormann R, Ondruschka B, and Jastorff B (2004) Effects of ionic liquids on the acetylcholinesterase-a structure-activity relationship consideration. Green Chem 6:286-290.
28. Suhre WM, Ekins S, Chang C, Swaan PW, and Wright SH (2005) Molecular determinants of substrate/inhibitor binding to the human and rabbit renal organic cation transporters hOCT2 and rbOCT2. Mol Pharmacol 67:1067-1077.
29. Terada T and Inui K (2008) Physiological and pharmacokinetic roles of H+/organic cation antiporters (MATE/SLC47A). Biochem Pharmacol 75:1689 -1696.
30. Welton T (1999) Room-temperature ionic liquids. Solvent for synthesis and catalysis. Chem Rev 99:2017-2084.
31. Winter SM and Sipes IG (1993) The disposition of acrylic acid in the male Sprague-Dawley rat following oral or topical administration. Food Chem Toxicol 31:615-621.
32. Wright SH (2005) Role of organic cation transporters in the renal handling of therapeutic agents and xenobiotics. Toxicol Appl Pharmacol 204:309 -319.
33. Wright SH and Dantzler WH (2004) Molecular and cellular physiology of renal organic cation and anion transport. Physiol Rev 84:987-1049.
34. Zhao D, Liao Y, and Zhang Z (2007) Toxicity of ionic liquids. CLEAN-Soil, Air, Water 35:42-48.