Identification of N1-methyl-2-pyridone-5-carboxamide and N1-methyl-4-pyridone-5-carboxamide as components in urine extracts of individuals consuming coffee

Journal of Pharmaceutical and Biomedical Analysis

Volumn 30, Issue 3, 2002, Pages 773-780

  Wong, Pierre ^a   Bachki, Abderrazak ^a,b   Banerjee, Kris ^a   Leyland Jones, Brian ^a  

^a MCGILL UNIVERSITY   (Canada)

^b INSTITUTE FOR RESEARCH IN IMMUNOLOGY AND CANCER   (Canada)

Author keywords

Caffeine; High performance liquid chromatography; N1 methyl 2 pyridone 5 carboxamide; N1 methyl 4 pyridone 5 carboxamide; NAT2 phenotyping; Niacin

Indexed keywords

1 METHYL 6 OXONICOTINAMIDE; ACETIC ACID; ACETONITRILE; AMIDE; N 1 METHYL 4 PYRIDONE 5 CARBOXAMIDE; NICOTINIC ACID; UNCLASSIFIED DRUG; DRUG DERIVATIVE; N(1) METHYL 2 PYRIDONE 5 CARBOXYLIC ACID; N(1) METHYL 4 PYRIDONE 5 CARBOXAMIDE; N(1)-METHYL-2-PYRIDONE-5-CARBOXYLIC ACID; N(1)-METHYL-4-PYRIDONE-5-CARBOXAMIDE; NICOTINAMIDE; NICOTINIC ACID DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; COFFEE; CONTROLLED STUDY; ELUTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; MASS SPECTROMETRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROSCOPY; URINALYSIS; CHEMISTRY; METABOLISM; METHODOLOGY; URINE;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COFFEE; HUMANS; NIACINAMIDE; NICOTINIC ACIDS;

EID: 0037107761     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0731-7085(02)00384-9     Document Type: Article

References (16)

1. Grant D.M., Tang B.K., Kalow W. A simple test for acetylator phenotype using caffeine. Br. J. Clin. Pharmacol. 17:1984;459-464.
2. Butler M.A., Lang N.P., Young J.F., Caporaso N.E., Vineis P., Hayes R.B., Teitel C.H., Massengill J.P., Lawsen M.F., Kadlubar F.F. Determination of CYP1A2 and NAT2 phenotypes in human populations by analysis of caffeine urinary metabolites. Pharmacogenetics. 2:1992;116-127.
3. Lloyd D.K., Fried K., Wainer I.W. Determination of N-acetylator phenotype using caffeine as a probe compound: a comparison of high-performance liquid chromatography and capillary electrophoresis methods. J. Chromatogr. A. 578:1992;283-291.
4. Meacher D.M., Rasmussen R.E., Menzel D.B. Analysis of NAT and CYP1A2 phenotypes and NAT2* genotype by capillary electrophoresis. Biomarkers. 3:1998;205-218.
5. Wong P., Leyland-Jones B., Wainer I.W. A competitive enzyme linked immunosorbent assay for the determination of N-acetyltransferase (NAT2) phenotypes. J. Pharm. Biomed. Anal. 13:1995;1079-1086.
6. Wong P., Banerjee K., Massengill J., Nowell S., Lang N., Leyland-Jones B. Validity of an ELISA for N-acetyltransferase-2 (NAT2) phenotyping. J. Immunol. Methods. 251:2001;1-9.
7. Wu Chang M.L., Connor Johnson B. N-methyl-4-pyridone-5-carboxamide, a new major normal metabolite of nicotinic acid in rat urine. J. Biol. Chem. 234:1959;1817-1821.
8. 1-methyl-4-pyridone-3-carboxamide, by high-performance liquid chromatography. J. Chromatogr. A. 424:1988;23-28.
9. Adrian J., Frangne R. Synthesis and availability of niacin in roasted coffee. Adv. Exp. Med. Biol. 289:1991;49-59.
10. Tang B.K., Grant D.M., Kalow W. Isolation and identification of 5-acetylamino-6-formylamino-3-methyluracil as a major metabolite of caffeine in man. Drug Metab. Dispos. 11:1983;218-220.
11. Fink K., Adams W.S., Pfleiderer W. A new urinary pyrimidine, 5-acetamido-6-amino-3-methyluracil. Its isolation, identification and synthesis. J. Biol. Chem. 239:1964;4250-4256.
12. Buurman D.J., Van der Plas H.C. σ-Adduct formation between azines and liquid ammonia. 46. Imination of N-methylpyridinium salts by liquid ammonia-potassium permanganate. A synthesis of nudiflorine. J. Heterocycl. Chem. 23:1986;1015-1018.
13. 1-methyl-2-pyridone-5-carboxamide, a major metabolite of nicotinic acid and nicotinamide, in urine by high-performance liquid chromatography. J. Chromatogr. A. 417:1987;173-177.
14. 1-methyl-2-pyridone-5-carboxamide in urine by high performance liquid chromatography. Biomed. Chromatogr. 14:2000;69-71.
15. Drood J.M., Zimetbaum P.J., Frishman W.H. Nicotinic acid for the treatment of hyperlipoproteineimia. J. Clin. Pharmacol. 31:1991;641-650.
16. Pumpo R., Giovanni S., Spinella A., Budillon G., Cuomo R. The metabolism of nicotinamide in human liver cirrhosis: a study on N-methylnicotinamide and 2-pyridone-5-carboxamide. Am. J. Gastroenterol. 96:2001;1183-1187.