Urinary excretion of phenolic polycyclic aromatic hydrocarbons (OH-PAH) in nonsmokers and in smokers of cigarettes with different ISO tar yields

Journal of Analytical Toxicology

Volumn 33, Issue 6, 2009, Pages 301-309

  Hagedorn, Heinz Werner ^a   Scherer, Gerhard ^a   Engl, Johannes ^a   Riedel, Kirsten ^a   Cheung, Francis ^b   Errington, Graham ^b   Shepperd, Jim ^b   McEwan, Mike ^b  

^a Analytisch Biologisches Forschungslabor GmbH   (Germany)

^b BRITISH AMERICAN TOBACCO   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

1 HYDROXYNAPHTHALENE; 1 HYDROXYPHENANTHRENE; 1 HYDROXYPYRENE; 2 FLUORENOL; 2 HYDROXYPHENANTHRENE; 2 NAPHTHOL; 3 HYDROXYPHENANTHRENE; 9 PHENANTHROL; BIOLOGICAL MARKER; CARCINOGEN; NAPHTHOL DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON; TAR; TOBACCO SMOKE; UNCLASSIFIED DRUG;

ARTICLE; CIGARETTE SMOKING; COMBUSTION; CONTROLLED STUDY; ENVIRONMENT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN EXPERIMENT; NORMAL HUMAN; SENSITIVITY AND SPECIFICITY; TOBACCO; URINALYSIS; URINARY EXCRETION;

NICOTIANA TABACUM;

EID: 68849128717     PISSN: 01464760     EISSN: 01464760     Source Type: Journal    
DOI: 10.1093/jat/33.6.301     Document Type: Article

References (50)

1. International Agency for Research on Cancer (IARC). IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Polynuclear Aromatic Compounds, Part 3, Industrial Exposures in Aluminum Production, Coal Gasification, Coke Production, and Iron and Steel Founding, Vol.34. IARC, Lyon, France, 1984.
2. H.A. Hattemer-Frey and C.C. Travis. Benzo-a-pyrene: environmental partitioning and human exposure. Toxicol. Ind. Health 7: 141-157 (1991).
3. D.H. Phillips. Polycyclic aromatic hydrocarbons in the diet. Mutat. Res. 443: 139-147 (1999).
4. G. Grimmer, H. Brune, G. Dettbarn, K.W. Neujack, U. Mohr, and R. Wenzel-Hartung. Contribution of polycyclic aromatic compounds to the carcinogenicity of sidestream smoke of cigarettes evaluated by implantation into the lungs of rats. Cancer Lett. 43: 173-177 (1988).
5. S.S. Hecht. Tobacco smoke carcinogens and lung cancer. J. Natl. Cancer Inst. 91: 1194-1210 (1999).
6. M.F. Denissenko, A. Pao, M. Tang, and G.P. Pfeifer. Preferential formation of benzo[a]pyrene adducts at lung cancer mutational hotspots in P53. Science 274: 430-432 (1996).
7. S.N. Rodin and A.S. Rodin. Human lung cancer and p53: the interplay between mutagenesis and selection. Proc.National Acad. Sci. U. S. A. 97: 12244-12249 (2000).
8. H. Rubin. Synergistic mechanisms in carcinogenesis by polycyclic aromatic hydrocarbons and by tobacco smoke: a bio-historical perspective with updates. Carcinogenesis 22: 1903-1930 (2001).
9. A. Rodgman and T.A. Perfetti. The composition of cigarette smoke: a catalogue of the polycyclic aromatic hydrocarbons. Beitr. Tabakforsch. Int. 22: 13-69 (2006).
10. Y.S. Ding, X.J. Yan, R.B. Jain, E. Lopp, A. Tavakoli, G.M. Polzin, S.B. Stanfill, D.L. Ashley, and C.H. Watson. Determination of 14 polycyclic aromatic hydrocarbons in mainstream smoke from U.S. brand and non-U.S. brand cigarettes. Environ. Sci. Technol. 40: 1133-1138 (2006).
11. J.B. Forehand, G.L. Dooly, and S.C. Moldoveanu. Analysis of polycyclic aromatic hydrocarbons, phenols and aromatic amines in particulate phase cigarette smoke using simultaneous distillation and extraction as a sole sample clean-up step. J. Chromatogr. A 898: 111-124 (2000).
12. G. Grimmer, K.W. Naujack, and G. Dettbarn. Gaschromatographic determination of polycyclic aromatic hydrocarbons, azaarenes, aromatic amines in the particle and vapor phase of mainstream and sidestream smoke of cigarettes. Toxicol. Lett. 35: 117-124 (1987).
13. A. Rodgman and C.R. Green. Toxic chemicals in cigarette mainstream smoke-hazard and hoopla. Beitr. Tabakforsch. Int. 20: 481-545 (2003).
14. International Agency for Research on Cancer. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans: Some Traditional Herbal Medicines, Some Mycotoxins, Naphthalene and Styrene. http://monographs.iarc.fr/ENG/ Monographs/vol82/mono82.pdf.
15. International Agency for Research on Cancer. Tobacco smoke and involuntary smoking. IARC Monogr. Eval. Carcinog. Risks Hum. 83: 1-1438 (2004).
16. J. Jacob and A. Seidel. Biomonitoring of polycyclic aromatic hydrocarbons in human urine. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 778: 31-47 (2002).
17. P. Jacob, III, M. Wilson, and N.L. Benowitz. Determination of phenolic metabolites of polycyclic aromatic hydrocarbons in human urine as their pentafluorobenzyl ether derivatives using liquid chromatography-tandem mass spectrometry. Anal. Chem. 79: 587-598 (2007).
18. O. Pelkonen and D.W. Nebert. Metabolism of polycyclic aromatic hydrocarbons: etiologic role in carcinogenesis. Pharmacol. Rev. 34: 189-222 (1982).
19. F.J. Jongeneelen, R.B. Anzion, and P.T. Henderson. Determination of hydroxylated metabolites of polycyclic aromatic hydrocarbons in urine. J. Chromatogr. 413: 227-232 (1987).
20. F. Dor, W. Dab, P. Empereur-Bissonnet, and D. Zmirou. Validity of biomarkers in environmental health studies: the case of PAHs and benzene. Crit. Rev. Toxicol. 29: 129-168 (1999).
21. S.S. Hecht. Human urinary carcinogen metabolites: biomarkers for investigating tobacco and cancer. Carcinogenesis 23: 907-922 (2002).
22. N.L. Benowitz, P. Jacob, III, J.T. Bernert, M. Wilson, L. Wang, F. Allen, and D. Dempsey. Carcinogen exposure during shortterm switching from regular to "light" cigarettes. Cancer Epidemiol. Biomarkers Prev. 14: 1376-1383 (2005).
23. R. Preuss, H. Drexler, M. Böttcher, M. Wilhelm, T. Brüning, and J. Angerer. Current external and internal exposure to naphthalene of workers occupationally exposed to polycyclic aromatic hydrocarbons in different industries. Int. Arch. Occup. Environ. Health 78: 355-362 (2005).
24. H. Kim, S.H. Cho, J.W. Kang, Y.D. Kim, H.M. Nan, C.H. Lee, H. Lee, and T. Kawamoto. Urinary 1-hydroxypyrene and 2-naphthol concentrations in male Koreans. Int. Arch. Occup. Environ. Health 74: 59-62 (2001).
25. J. Grainger, W. Huang, D.G. Patterson, Jr., W.E. Turner, J. Pirkle, S.P. Caudill, R.Y. Wang, L.L. Needham, and E.J. Sampson. Reference range levels of polycyclic aromatic hydrocarbons in the US population by measurement of urinary monohydroxy metabolites. Environ. Res. 100: 394-423 (2006).
26. U. Heudorf and J. Angerer. Urinary monohydroxylated phenanthrenes and hydroxypyrene-the effects of smoking habits and changes induced by smoking on monooxygenase-mediated metabolism. Int. Arch. Occup. Environ. Health 74: 177-183 (2001).
27. C.D. Simpson, M.T. Wu, D.C. Christiani, R.M. Santella, S.G. Carmella, and S.S. Hecht. Determination of r-7,t-8,9,c-10- tetrahydroxy-7,8,9,10- tetrahydrobenzo[a]pyrene in human urine by gas chromatography/negative ion chemical ionization/mass spectrometry. Chem. Res. Toxicol. 13: 271-280 (2000).
28. M. Lafontaine, C. Champmartin, P. Simon, P. Delsaut, and C. Funck-Brentano. 3-Hydroxybenzo[a]pyrene in urine of smokers and non-smokers. Toxicol. Lett. 162: 181-185 (2006).
29. J. Gündel and J. Angerer. High-performance liquid chromatographic method with fluorescence detection for the determination of 3-hydroxybenzo[a] pyrene and 3-hydroxybenz[a]anthracene in the urine of polycyclic aromatic hydrocarbon-exposed workers. J. Chromatogr. B 738: 47-55 (2000).
30. T. Chetiyanukornkul, A. Toriba, T. Kameda, N. Tang, and K. Hayakawa. Simultaneous determination of urinary hydroxylated metabolites of naphthalene, fluorene, phenanthrene, fluoranthene and pyrene as multiple biomarkers of exposure to polycyclic aromatic hydrocarbons. Anal. Bioanal. Chem. 386: 712-718 (2006).
31. X. Xu, J. Zhang, L. Zhang, W. Liu, and C.P. Weisel. Selective detection of monohydroxy metabolites of polycyclic aromatic hydrocarbons in urine using liquid chromatography/triple quadrupole tandem mass spectrometry. Rapid Commun. Mass Spectrom. 18: 2299-2308 (2004).
32. G. Grimmer, J. Jacob, G. Dettbarn, and K.W. Naujack. Determination of urinary metabolites of polycyclic aromatic hydrocarbons (PAH) for the risk assessment of PAH-exposed workers. Int. Arch. Occup. Environ. Health 69: 231-239 (1997).
33. G. Gmeiner, C. Krassnig, E. Schmid, and H. Tausch. Fast screening method for the profile analysis of polycyclic aromatic hydrocarbon metabolites in urine using derivatisation-solid-phase microextraction. J. Chromatogr. B Biomed. Sci. Appl. 705: 132-138 (1998).
34. B. Serdar, S. Waidyanatha, Y. Zheng, and S.M. Rappaport. Simultaneous determination of urinary 1- and 2-naphthols, 3- and 9-phenanthrols, and 1-pyrenol in coke oven workers. Biomarkers 8: 93-109 (2003).
35. L.C. Romanoff, Z. Li, K.J. Young, N.C. Blakely, III, D.G. Patterson, Jr., and C.D. Sandau. Automated solid-phase extraction method for measuring urinary polycyclic aromatic hydrocarbon metabolites in human biomonitoring using isotope-dilution gas chromatography high-resolution mass spectrometry. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 835: 47-54 (2006).
36. R. Bravo, L.M. Caltabiano, C. Fernandez, K.D. Smith,M. Gallegos, R.D. Whitehead, Jr., G. Weerasekera, P. Restrepo, A.M. Bishop, J.J. Perez, L.L. Needham, and D.B. Barr. Quantification of phenolic metabolites of environmental chemicals in human urine using gas chromatography-tandem mass spectrometry and isotope dilution quantification. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 820: 229-236 (2005).
37. J. Jacob, G. Grimmer, and G. Dettbarn. Profile of urinary phenanthrene metabolites in smokers and non-smokers. Biomarkers 4: 319-327 (1999).
38. Institute of Medicine. Clearing the Smoke: Assessing the Science Base for Tobacco Harm Reduction. National Academy Press, Washington, D.C., 2001.
39. C.J. Shepperd, A.C. Eldridge, D.C. Mariner, M. McEwan, and M. Dixon. A study to estimate and correlate cigarette smoke exposure in smokers in Germany as determined by filter analysis and biomarkers of exposure. Regul. Toxicol. Pharmacol., in press.
40. J.R. Dixon, Jr. The International Conference on Harmonization Good Clinical Practice guideline. Qual. Assur. 6: 65-74 (1998).
41. International Conference on Harmonisation of Technical Requirements for Registration of Pharmaceuticals for Human Use. ICH harmonised tripartite guideline. Guidelines of Good Clinical Practice E6 (R1), Washington, D.C., 1996. http://www.ich.org/ MediaServer.jser?@-ID=482&@-MODE=GLB (accessed March 31, 2009).
42. Food and Drug Administration (FDA). Guidance for Industry- Bioanalytical Method Validation. U.S. Department of Health and Human Services, Washington, D.C., 2001. http://www.fda.gov/ cderguidance/4252fnl.pdf (accessed April 17, 2009).
43. C.W. Schmidt. Signs of the times: biomarkers in perspective. Environ. Health Perspect. 114: A700-A705 (2006).
44. J.G.M. Van Rooij, M.M.S. Veeger, M.M. Bodelier-Bade, P.T.J. Scheepers, and F.J. Jongeneelen. Smoking and dietary intake of polycyclic aromatic hydrocarbons as sources of interindividual variability in the baseline excretion of 1-hydroxypyrene in urine. Int. Arch. Occup. Environ. Health 66: 55-65 (1994).
45. G. Scherer, S. Frank, K. Riedel, I. Meger-Kossien, and T. Renner. Biomonitoring of exposure to polycyclic aromatic hydrocarbons of nonoccupationally exposed persons. Cancer Epidemiol. Biomarkers Prev. 9: 373-380 (2000).
46. S. Feng, H.J. Roethig, Q. Liang, R. Kinser, Y. Jin, G. Scherer, M. Urban, J. Engl, and K. Riedel. Evaluation of urinary 1-hydroxypyrene, S-phenylmercapturic acid, trans,trans-muconic acid, 3- methyladenine, 3-ethyladenine, 8-hydroxy-2'-deoxyguanosine and thioethers as biomarkers of exposure to cigarette smoke. Biomarkers 11: 28-52 (2006).
47. G. Scherer. Smoking behaviour and compensation: a review of the literature. Psychopharmacology (Berl) 145: 1-20 (1999).
48. J.R. Hughes, S.S. Hecht, S.G. Carmella, S.E. Murphy, and P. Callas. Smoking behaviour and toxin exposure during six weeks use of a potential reduced exposure product: Omni. Tob. Control 13: 175-179 (2004).
49. C.J. Shepperd, F.K. St. Charles, M. Lien, and M. Dixon. Validation of methods for determining consumer smoked cigarette yields from cigarette filter analysis. Beitr. Tabakforsch. Int. 22: 176-184 (2006).
50. F.K. St. Charles, G.R. Krautter, M. Dixon, and D.C. Mariner. A comparison of nicotine dose estimates in smokers between filter analysis, salivary cotinine, and urinary excretion of nicotine metabolites. Psychopharmacology (Berl) 189: 345-354 (2006)