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Determination of 2,5-toluylenediamine (2,5-TDA) and aromatic amines in urine after personal application of hair dyes: kinetics and doses

  • Toxicokinetics and Metabolism
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Abstract

The personal use of hair dye products is currently under discussion due to the potentially increased risk of bladder cancer among long-time users described in epidemiological literature. In order to investigate the dermal absorption of aromatic diamines as well as aromatic amines possibly present as contaminants in hair dye formulations, we conducted a biomonitoring study under real-life conditions and calculated kinetics and doses for the urinary excretion. Urine samples of two female subjects were collected for a time period of 48 h after personal application of a hair dye cream and analysed for aromatic diamines as well as o-toluidine and 4-aminobiphenyl using highly specific GC/MS-methods. 2,5-Toluylenediamine (2,5-TDA) as active ingredient of hair dyes is rapidly absorbed dermally. After a distribution phase of 12 h, 2,5-TDA is excreted with a half-time of 8 h. Excretion was 90% complete within 24 h after application. The doses of 2,5-TDA excreted within 48 h were 700 μg for application of a brown-reddish hair dye cream and 1.5 mg for the application of a brown-black hair dye cream. Urinary 4-aminobiphenyl as well as contaminations with other aromatic diamines were not detectable in our study. Due to the artifactual formation of o-toluidine in the presence of high concentrations of urinary 2,5-TDA, our results could not prove an increased internal exposure of humans to carcinogenic amines after personal application of hair dyes.

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References

  • Blaszkewicz M, Dannappel D, Thier R, Lewalter J (2004) N-acetyltransferase. In: Angerer J, Müller M (eds) Analyses of hazardous substances in biological materials, vol 9. Wiley-VCH, Weinheim, pp 135–163

    Google Scholar 

  • Bolt HM, Golka K (2007) The debate on carcinogenicity of permanent hair dyes: new insights. Crit Rev Toxicol 37:521–536

    Article  CAS  PubMed  Google Scholar 

  • Czene K, Tiikkaja S, Hemminki K (2003) Cancer risks in hairdressers: assessment of carcinogenicity of hair dyes and gels. Int J Cancer 105:108–112

    Article  CAS  PubMed  Google Scholar 

  • Gaertner RR, Trpeski L, Johnson KC, Canadian Cancer Registries Epidemiology Research Group (2004) A case-control study of occupational risk factors for bladder cancer in Canada. Cancer Causes Control 15:1007–1019

    Article  PubMed  Google Scholar 

  • Gago-Dominguez M, Castelao JE, Yuan JM, Yu MC, Ross RK (2001) Use of permanent hair dyes and bladder-cancer risk. Int J Cancer 91:575–579

    Article  CAS  PubMed  Google Scholar 

  • Gube M, Heinrich K, Brand P, Dewes P, Kraus T, Schettgen T (2010) Internal exposure of hairdressers to permanent hair dyes: a biomonitoring study using urinary aromatic diamines as biomarkers of exposure. Int Arch Occup Environ Health doi:10.1007/s00420-010-0539-x

  • Hueber-Becker F, Nohynek GJ, Meuling WJA, Benech-Kieffer F, Toutain H (2004) Human systemic exposure to a [14C]-para-phenylendiamine-containing oxidative hair dye and correlation with in vitro percutaneous absorption in human or pig skin. Food Chem Toxicol 42:1227–1236

    Article  CAS  PubMed  Google Scholar 

  • International Agency for Research on Cancer (IARC) (1993) Occupational exposures of hairdressers and barbers and personal use of hair colourants; some hair dyes, cosmetic colourants, industrial dyestuffs and aromatic amines. IARC Monogr Eval Carcinog Risks Hum 57:43–118

    Google Scholar 

  • Kelsh MA, Alexander DD, Kalmes RM, Buffler PA (2008) Personal use of hair dyes and risk of bladder cancer: a meta-analysis of epidemiologic data. Cancer Causes Control 19:549–558

    Article  PubMed  Google Scholar 

  • Kiese M, Rauscher E (1968) The absorption of p-toluenediamine through human skin in hair dyeing. Toxicol Appl Pharmacol 13:325–331

    Article  CAS  PubMed  Google Scholar 

  • Kogevinas M, ‘t Mannetje A, Cordier S, Ranft U, Gonzalez CA, Vineis P, Chang-Claude J, Lynge E, Wahrendorf J, Tzonou A, Jöckel KH, Serra C, Porru S, Hours M, Greiser E, Boffetta P (2003) Occupation and bladder cancer among men in Western Europe. Cancer Causes Control 14:907–914

    Article  PubMed  Google Scholar 

  • Kogevinas M, Fernandez F, Garcia-Closas M, Tardon A, Garcia-Closas R, Serra C, Carrato A, Castano-Vinyals G, Yeager M, Channock SJ, Lloreta J, Rothman N, Real FX, Dosemeci M, Malats N, Silverman D (2006) Hair dye use is not associated with risk for bladder cancer: evidence from a case-control study in Spain. Eur J Cancer 42:1448–1454

    Article  CAS  PubMed  Google Scholar 

  • Kosmetik-Verordnung in der Fassung der Bekanntmachung vom 7. Oktober 1997 (BGBl. I S. 2410), zuletzt geändert durch Artikel 1 der Verordnung vom 15. März 2007 (BGBl. I S. 348)

  • Krause G, Müller M (2004) Glutathione S-transferase T 1 and M 1. In: Angerer J, Müller M (eds) Analyses of hazardous substances in biological materials, vol 9. Wiley-VCH, Weinheim, pp 183–210

    Google Scholar 

  • Kütting B, Göen T, Schwegler U, Fromme H, Uter W, Angerer J, Drexler H (2009) Monoarylamines in the general population—a cross sectional population based study including 1004 Bavarian subjects. Int J Hyg Environ Health 212:298–309

    Article  PubMed  Google Scholar 

  • Larsen K (1972) Creatinine assay by a reaction-kinetic principle. Clin Chim Acta 41:209–217

    Article  CAS  PubMed  Google Scholar 

  • Lawrence NS, Beckett EL, Davis J, Compton RG (2001) Voltammetric investigation of hair dye constituents: application to the quantification of p-phenylenediamine. Analyst 126:1897–1900

    Article  CAS  PubMed  Google Scholar 

  • Lin J, Dinney CP, Grossman HB, Wu X (2006) Personal permanent hair dye use is not associated with bladder cancer risk: evidence from a case-control study. Cancer Epidemiol Biomarkers Prev 15:1746–1749

    Article  CAS  PubMed  Google Scholar 

  • Meyer A, Blömeke B, Fischer K (2009) Determination of p-phenylenediamine and its metabolites MAPPD and DAPPD in biological samples using HPLC-DAD and amperometric detection. J Chromatogr B 877:1627–1633

    Article  CAS  Google Scholar 

  • Rollison DE, Helzlsouer KJ, Pinney SM (2006) Personal hair dye use and cancer: a systematic literature review and evaluation of exposure assessment in studies published since 1992. J Toxicol Environ Health B Crit Rev 9:413–439

    Article  CAS  PubMed  Google Scholar 

  • Skarping G, Brorson T, Sangö C (1990) Biological monitoring of isocyanates and related amines. Int Arch Occup Environ Health 63:83–88

    Article  Google Scholar 

  • Takkouche B, Etminan M, Montes-Martinez A (2005) Personal use of hair dyes and risk of cancer: a meta-analysis. J Am Med Assoc 293:2516–2525

    Article  CAS  Google Scholar 

  • Turesky RJ, Freeman JP, Holland RD, Nestorick DM, Miller DW, Ratnasinghe DL, Kadlubar FF (2003) Identification of aminobiphenyl derivatives in commercial hair dyes. Chem Res Toxicol 16:1162–1173

    Article  CAS  PubMed  Google Scholar 

  • Weiss T, Angerer J (2002) Simultaneous determination of various aromatic amines and metabolites of aromatic nitro compounds in urine for low-level exposure using gas-chromatography-mass spectrometry. J Chromatogr B 778:179–192

    Article  CAS  Google Scholar 

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Acknowledgments

The authors would like to express their deepest gratitude to both study participants for their interest in this study that demanded high personal commitment and labour. Furthermore, Ms. Kerstin Gerards is acknowledged for skilful analysis of urinary creatinine. We would also like to thank the Leibniz Research Centre for Working Environment and Human Factors for performing the genotyping of our study participants.

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Correspondence to Thomas Schettgen.

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Schettgen, T., Heinrich, K., Kraus, T. et al. Determination of 2,5-toluylenediamine (2,5-TDA) and aromatic amines in urine after personal application of hair dyes: kinetics and doses. Arch Toxicol 85, 127–133 (2011). https://doi.org/10.1007/s00204-010-0563-3

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  • DOI: https://doi.org/10.1007/s00204-010-0563-3

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