UPLC-MS, HPLC-radiometric, and NMR-spectroscopic studies on the metabolic fate of 3-fluoro-[U-14C]-aniline in the bile-cannulated rat

Xenobiotica

Volumn 40, Issue 7, 2010, Pages 510-523

  Athersuch, T J ^a   Castro Perez, J ^b   Rodgers, C ^c   Nicholson, J K ^a   Wilson, I D ^c  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

^b WATERS CORPORATION   (United States)

^c ASTRAZENECA   (United Kingdom)

Author keywords

3 fluoroaniline; 19F NMR; 1H NMR; Aniline metabolism; UPLC MS

Indexed keywords

2 FLUORO 4 ACETAMIDOPHENOL SULFATE; 3 FLUORO [U C 14]ANILINE; 3 FLUOROANILINE; ANILINE DERIVATIVE; FLUORINE; PHENOL DERIVATIVE; UNCLASSIFIED DRUG; 3-FLUOROALANINE; ALANINE; CARBON;

ANIMAL EXPERIMENT; ARTICLE; BILE; BILE FLOW; CANNULATION; CONTROLLED STUDY; DEFLUORINATION; FLUORINE NUCLEAR MAGNETIC RESONANCE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOTOPE LABELING; LIQUID SCINTILLATION COUNTING; MALE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; RADIOMETRY; RAT; TIME OF FLIGHT MASS SPECTROMETRY; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; URINARY EXCRETION; ANALOGS AND DERIVATIVES; ANIMAL; BILE DUCT; CATHETERIZATION; CHEMISTRY; FECES; MASS SPECTROMETRY; METABOLISM; SCINTILLATION COUNTING; URINE; WISTAR RAT;

RATTUS;

ALANINE; ANIMALS; BILE; BILE DUCTS; CARBON RADIOISOTOPES; CATHETERIZATION; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FECES; MAGNETIC RESONANCE SPECTROSCOPY; MALE; MASS SPECTROMETRY; RADIOMETRY; RATS; RATS, WISTAR; SCINTILLATION COUNTING;

EID: 77953580255     PISSN: 00498254     EISSN: 13665928     Source Type: Journal    
DOI: 10.3109/00498254.2010.483294     Document Type: Article

References (13)

1. Athersuch TJ, Sison RL, Kenyon AS, Clarkson-Jones JA, Wilson ID. (2008). Evaluation of the use of UPLC-TOFMS with simultaneous [14C]-radioflow detection for drug metabolite profiling: application to propranolol metabolites in rat urine. J Pharm Biomed Anal 48:151-157.
2. Duckett CJ, Lindon JC, Walker H, Abou-Shakra F, Wilson ID, Nicholson JK. (2006). Metabolism of 3-chloro-4-fluoroaniline in rat using [14C]- radiolabelling, 19F-NMR spectroscopy, HPLC-MS/MS, HPLC-ICPMS and HPLC-NMR. Xenobiotica 36:59-77.
3. Lenz EM, Wilson ID, Wright B, Partridge EA, Rodgers CT, Haycock PR, Lindon JC, Nicholson JK. (2002). A comparison of quantitative NMR and radiolabelling studies of the metabolism and excretion of Statil (3-(4-bromo-2-fluorobenzyl)-4-oxo-3H-phthalazin-1-ylacetic acid) in the rat. J Pharm Biomed Anal 28:31-43.
4. Scarfe GB, Clayton E, Wilson ID, Nicholson JK. (2000). Identification and quantification of metabolites of 2,3,5,6-tetrafluoro-4-trifluoromethylaniline in rat urine using 19F nuclear magnetic resonance spectroscopy, high-performance liquid chromatography-nuclear magnetic resonance spectroscopy and high-performance liquid chromatography-mass spectrometry. J Chromatogr B Biomed Sci Appl 748:311-319.
5. Scarfe GB, Tugnait M, Wilson ID, Nicholson JK. (1999a). Studies on the metabolism of 4-fluoroaniline and 4-fluoroacetanilide in rat: formation of 4-acetamidophenol (paracetamol) and its metabolites via defluorination and N-acetylation. Xenobiotica 29:205-216.
6. Scarfe GB, Wright B, Clayton E, Taylor S, Wilson ID, Lindon JC, Nicholson JK. (1999b). Quantitative studies on the urinary metabolic fate of 2-chloro-4-trifluoromethylaniline in the rat using 19F-NMR spectroscopy and directly coupled HPLC-NMR-MS. Xenobiotica 29:77-91.
7. Scarfe GB, Lindon JC, Nicholson JK, Wright B, Clayton E, Wilson ID. (1999c). Investigation of the quantitative metabolic fate and urinary excretion of 3-methyl-4-trifluoromethylaniline and 3-methyl-4-trifluoromethylacetanilide in the rat. Drug Metab Dispos 27:1171-1178. (Pubitemid 29463604)
8. Scarfe GB, Nicholson JK, Lindon JC, Wilson ID, Taylor S, Clayton E, Wright B. (2002a). Identification of the urinary metabolites of 4-bromoaniline and 4-bromo-[carbonyl-13C]-acetanilide in rat. Xenobiotica 32:325-337.
9. Scarfe GB, Wilson ID, Warne MA, Holmes E, Nicholson JK, Lindon JC. (2002b). Structure-metabolism relationships of substituted anilines: prediction of N-acetylation and N-oxanilic acid formation using computational chemistry. Xenobiotica 32:267-277.
10. Scarfe GB, Wright B, Clayton E, Taylor S, Wilson ID, Lindon JC, Nicholson JK. (1998). 19F-NMR and directly coupled HPLCNMR-MS investigations into the metabolism of 2-bromo-4-trifluoromethylaniline in rat: a urinary excretion balance study without the use of radiolabelling. Xenobiotica 28:373-388.
11. Tugnait M. (1994). Multinuclear magnetic resonance studies on the metabolism of model fluoroaromatic xenobiotics. PhD Thesis. University of London.
12. Tugnait M, Lenz EM, Hofmann M, Spraul M, Wilson ID, Lindon JC, Nicholson JK. (2003). The metabolism of 2-trifluormethylaniline and its acetanilide in the rat by 19F NMR monitored enzyme hydrolysis and 1H/19F HPLC-NMR spectroscopy. J Pharm Biomed Anal 30:1561-1574.
13. Tugnait M, Lenz EM, Phillips P, Hofmann M, Spraul M, Lindon JC, Nicholson JK, Wilson ID. (2002). The metabolism of 4-trifluoromethoxyaniline and [13C]-4-trifluoromethoxyacetanilide in the rat: detection and identification of metabolites excreted in the urine by NMR and HPLC-NMR. J Pharm Biomed Anal 28:875-885.