Skip to main content
Log in

Determination of phthalates and their by-products in tissues of roach (Rutilus rutilus) from the Orge river (France)

  • Research Article
  • Published:
Environmental Science and Pollution Research Aims and scope Submit manuscript

Abstract

Seven phthalate by-products were investigated for the first time, in target tissues of roach from a contaminated river of the Ile-de-France district. All parent phthalates were bioaccumulated in liver and muscle and liver contents were correlated with river concentrations (p < 0.01). All metabolites were found in liver, plasma and bile. The mono-iso-butyl phthalate (MiBP; 1.6 μg g−1 dw of liver), followed by mono-n-butyl phthalate (MnBP; 1.5 μg g−1 dw of liver) were the most abundant ones. Among the three metabolites of di-ethylhexyl phthalate (DEHP), mono (2-ethylhexyl) phthalate (MEHP) predominated in bile (15.5 ng ml−1) and liver (0.237 μg g−1 dw), whereas in plasma, it was mono (2-ethyl-5-hydroxyhexyl) phthalate – MEHHP (214 ng ml−1). In liver, MEHP/DEHP ratios ranged from 0.04 to 0.2. Among the oxidized metabolites, only mono (2-ethyl-5-oxohexyl) phthalate (MEOHP) was correlated (p < 0.05) with parent DEHP and appeared to be a more reliable marker of DEHP impact than the monoester.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  • Agency GFE (2011) Substance monograph: phthalates New and updated reference values for monoesters and oxidizes metabolites in urine of adults and children. Bundesgesundheitsblatt 54:770–785

    Article  Google Scholar 

  • Barron MG, Albro PW, Hayton WL (1995) Biotransformation of di(2-ethylhexyl) phthalate by rainbow trout. Environ Toxicol Chem 14:873–876

    Article  CAS  Google Scholar 

  • Blount BC, Milgram KE, Silva MJ, Malek NA, Reidy JA, Needham LL, Brock JW (2000) Quantitative detection of eight phthalate metabolites in human urine using HPLC–APCI–MS/MS. Anal Chem 72:4127–4134

    Article  CAS  Google Scholar 

  • Erkekoglu P, Rachidi W, Yuzugullu OG, Giray B, Favier A, Ozturk M, Hincal F (2010) Evaluation of cytotoxicity and oxidative DNA damaging effects of di(2-ethylhexyl)-phthalate (DEHP) and mono(2-ethylhexyl)-pthalate (MEHP) on MA-10 Leydig cells and protection by selenium. Toxicol Appl Pharmacol 248:52–62

    Article  CAS  Google Scholar 

  • Frederiksen H, Jorgensen N, Andersson AM (2010) Correlations between phthalate metabolites in urine, serum and seminal plasma from young Danish men determined by isotope dilution liquid chromatography tandem mass spectrometry. J Anal Toxicol 34:400–410

    Article  CAS  Google Scholar 

  • Frederiksen H, Kolstrup Søgaard Nielsen J, Aarøe Mørckorgensen T, Winton Hansen P, Fangel Jensen J, Nielsen O, Andersson AM, Knudsen LE (2013) Urinary excretion of phthalate metabolites, phenols and parabens in rural and urban Danish mother–child pairs. Int J Hyg Environ Health 216:772–783

    Article  CAS  Google Scholar 

  • Gerbron M, Geraudie P, Fernandes D, Rotchell JM, Porte C, Minier C (2014) Evidence of altered fertility in female roach (Rutilus rutilus) from the River Seine (France). Environ Pollut 191:58–62

    Article  CAS  Google Scholar 

  • Inoue Y, Hashizume N, Yoshida T, Murakami H, Suzuki Y, Koga Y, Takeshige R, Kikushima E, Yakata N, Otsuka M (2012) Comparison of bioconcentration and biomagnification factors for poorly water-soluble chemicals using common carp (Cyprinus carpio L.). Arch Environ Toxicol 63:241–248

    Article  CAS  Google Scholar 

  • Kato K, Silva MJ, Reidy JA, Hurtz ID, Malek NA, Needham LL, Nakazawa H, Barr DB, Calafat AM (2004) Mono-(2-ethyl-5-hydroxyhexyl) phthalate and mono-(2-ethyl-5-oxohexyl) phtalate as biomarkers for human exposure assessment to di(2-ethylhexyl) phthalate. Environ Health Perspect 112:327–330

    Article  CAS  Google Scholar 

  • Kessler W, Numtip W, Grote K, Csanady GA, Chahoud I, Filser JG (2004) Blood burden of di(2-ethylhexyl) phthalate and its primary metabolite mono(2-ethylhexyl)phthalate in pregnant and nonpregnant rats and marmosets. Toxicol Appl Pharmacol 195:142–153

    Article  CAS  Google Scholar 

  • Latini G, De Felice C, Presta G, Del Vecchio A, Paris I, Ruggieri F, Mazzeo P (2003) In Utero exposure to di-(2-ethylhexyl) phthalate and duration of human pregnancy. Environ Health Perspect 111:1783–1785

    Article  CAS  Google Scholar 

  • Minier C, Caltot G, Leboulanger F, Hill EM (2000) An investigation of the incidence of intersex fish in Seine-Maritime and Sussex regions. ANALUSIS 28:801–806

    Article  CAS  Google Scholar 

  • Mortensen GK, Main KM, Andersson AM, Leffers H, Shakkebaek NE (2005) Determination of phthalate monoesters in human milk, consumer milk, and infant formula by tandem mass spectrometry (LC-MS/MS). Anal Bioanal Chem 382:1084–1092

    Article  CAS  Google Scholar 

  • Silva MJ, Barr DB, Reidy JA, Kato K, Malek NA, Hodge CC (2003) Glucuronidation patterns of common urinary and serum monoester phthalate metabolites. Arch Toxicol 77:561–567

    Article  CAS  Google Scholar 

  • Silva MJ, Slakman AR, Reidy JA, Preau JL Jr, Herbert AR, Samandra E, Needham LL, Calafat AM (2004) Analysis of human urine for fifteen phthalate metabolites using automated solid-phase extraction. Chromatogr B 805:161–167

    Article  CAS  Google Scholar 

  • Silva MJ, Samandar E, Reidy JA, Hauser R, Needham LL, Calafat AM (2007) Metabolite profiles of di-n-butyl phthalate in humans and rats. Environ Sci Technol 41:7576–7580

    Article  CAS  Google Scholar 

  • Sircar D, Albazi SJ, Atallah Y, Pizzi W (2008) Validation and Application of an HPLC Method for determination of di (2-ethylhexyl) phthalate and mono (2-ethylhexyl) phthalate in liver samples. J Chromatogr Sci 46:627–631

    Article  CAS  Google Scholar 

  • Staples CA, Peterson DR, Parkerton TF, Adam WJ (1997) The Environmental fate of phthalates esters. A literature review. Chemosphere 35:667–749

    Article  CAS  Google Scholar 

  • Takatori S, Kitagawa Y, Kitagawa M, Nakazawa H, Hori S (2004) Determination of di(2-ethylhexyl)phthalate and mono(2-ethylhexyl)phthalate in human serum using liquid chromatography–tandem mass spectrometry. J Chromatogr B 804:397–401

    Article  CAS  Google Scholar 

  • Teil MJ, Tlili K, Blanchard M, Chevreuil M, Alliot F, Labadie P (2012) Occurrence of polybrominated diphenyl ethers, polychlorinated biphenyls, and phthalates in freshwater fish from the Orge River (Ile-de France). Arch Environ Contam Toxicol 63:101–113

    Article  CAS  Google Scholar 

  • Ye T, Kang M, Huang K, Fang C, Chen Y, Shen H, Dong S (2014) Exposure to DEHP and MEHP from hatching to adulthood causes reproductive dysfunction and endocrine disruption in marine medaka (Orysias melastigma). Aquat Toxicol 146:115–126

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by the PIREN-SEINE Research Programme. The French National Agency for Water and Aquatic Environments (ONEMA) provided assistance for electric fishing. We thank Catherine Bourges and Annie Desportes for their technical assistance.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Marie Jeanne Teil.

Additional information

Responsible editor: Roland Kallenborn

Electronic supplementary material

Below is the link to the electronic supplementary material.

ESM 1

(DOCX 43 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Valton, A.S., Serre-Dargnat, C., Blanchard, M. et al. Determination of phthalates and their by-products in tissues of roach (Rutilus rutilus) from the Orge river (France). Environ Sci Pollut Res 21, 12723–12730 (2014). https://doi.org/10.1007/s11356-014-3213-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11356-014-3213-0

Keywords

Navigation