DOI QR코드

DOI QR Code

Bisphenol A and the related alkylphenol contaminants in crustaceans and their potential bioeffects

  • Zuo, Yuegang (Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, University of Massachusetts Graduate School of Marine Sciences and Technology) ;
  • Zhu, Zhuo (Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, University of Massachusetts Graduate School of Marine Sciences and Technology) ;
  • Alshanqiti, Mohammed (Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, University of Massachusetts Graduate School of Marine Sciences and Technology) ;
  • Michael, Joseph (Department of Chemistry and Biochemistry, University of Massachusetts Dartmouth, University of Massachusetts Graduate School of Marine Sciences and Technology) ;
  • Deng, Yiwei (Department of Natural Sciences, University of Michigan)
  • 투고 : 2014.05.27
  • 심사 : 2015.04.03
  • 발행 : 2015.03.25

초록

Bisphenol A is widely used in plastic and other industrial consumer products. Release of bisphenol A and its analogues into the aquatic environment during manufacture, use and disposal has been a great scientific and public concern due to their toxicity and endocrine disrupting effects on aquatic wildlife and even human beings. More recent studies have shown that these alkylphenols may affect the molting processes and survival of crustacean species such as American lobster, crab and shrimp. In this study, we have developed gas chromatography with flame ionization detection (GC-FID) and gas chromatography-mass spectrometric (GC-MS) methods for the determination of bisphenol A and its analogues in shrimp Macrobrachium rosenbergii, blue crab Callinectes sapidus and American lobster Homarus americanus samples. Bisphenol A, 2,4-bis-(dimethylbenzyl)phenol and 4-cumylphenol were found in shrimp in the concentration ranges of 0.67-5.51, 0.36-1.61, and < LOD (the limit of detection)-1.96 ng/g (wet weight), and in crab of 0.10-0.44, 0.13-0.62, and 0.26-0.58 ng/g (wet weight), respectively. In lobster tissue samples, bisphenol A, 2-t-butyl-4-(dimethylbenzyl)phenol, 2,6-bis-(t-butyl)-4-(dimethylbenzyl)phenol, 2,4-bis-(dimethybenzyl)phenol, 2,4-bis-(dimethylbenzyl)-6-t-butylphenol and 4-cumylphenol were determined at the concentration ranges of 4.48-7.01, 1.23-2.63, 2.71-9.10, 0.35-0.91, 0.64-3.25, and 0.44-1.00 ng/g (wet weight), respectively. At these concentration levels, BPA and its analogs may interfere the reproduction and development of crustaceans, such as larval survival, molting, metamorphosis and shell hardening.

키워드

과제정보

연구 과제 주관 기관 : US Natural Science Foundation

참고문헌

  1. Adewale, H.B., Jefferson, W.N., Newbold, R.R. and Patisaul, H.B. (2009), "Neonatal bisphenol A exposure alters rat reproductive development and ovarian morphology without impairing activation of gonadotropin-releasing hormone neurons", Biol. Reprod., 81(4), 690-699. https://doi.org/10.1095/biolreprod.109.078261
  2. Alexander, H.C., Dill, D.C., Smith, L.W., Guiney, P.D. and Dorn, P.B. (1988), "Bisphenol A: Acute aquatic toxicity", Environ. Toxicol. Chem., 7(1), 19-26. https://doi.org/10.1002/etc.5620070104
  3. Belfroid, A., van Velzen, M., van der Horst, B. and Vethaak, D. (2002), "Occurrence of bisphenol A in surface water and uptake in fish: evaluation of field measurements", Chemosphere, 49(1), 97-103. https://doi.org/10.1016/S0045-6535(02)00157-1
  4. Biggers, W.J. and Laufer, H. (2004), "Identification of juvenile hormone-active alkylphenols in the lobster Homarus americanus and in marine sediments", Biol. Bull., 206(1), 13-24. https://doi.org/10.2307/1543194
  5. Chen, Y., Zhang, K. and Zuo, Y. (2013), "Direct and indirect photodegradation of estriol in the presence of humic acid, nitrate and iron complexes in water solutions", Sci. Total Environ., 463-464, 802-809. https://doi.org/10.1016/j.scitotenv.2013.06.026
  6. Fromme, H., Kuchler, T., Otto, T., Pilz, K., Muller, J. and Wenzel, A. (2002), "Occurrence of phthalates and bisphenol A and F in the environment", Water Res., 36(6), 1429-1438. https://doi.org/10.1016/S0043-1354(01)00367-0
  7. Goodman, J.E., McConnell, E.E., Sipes, I.G., Witorsch, R.J., Slayton, T.M. and Yu, C.J. (2006), "An updated weight of the evidence evaluation of reproductive and developmental effects of low doses of bisphenol A", Crit. Rev. Toxicol., 36(5), 387-457. https://doi.org/10.1080/10408440600758317
  8. Gould, J.C., Leonard, L.S., Maness, S.C., Wagner, B.L., Conner, K., Zacharewski, T., Safe, S., McDonnell, D.P. and Gaido, K.W. (1998), "Bisphenol A interacts with the estrogen receptor alpha in a distinct manner from estradiol", Mol Cell Endocrinol., 142(1-2), 203-214. https://doi.org/10.1016/S0303-7207(98)00084-7
  9. Kolpin, D.W., Furlong, E.T., Meyer, M.T., Thurman, E.M., Zaugg, S.D., Barber, L.B. and Buxton, H.T. (2002), "Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a national reconnaissance", Environ. Sci. Technol., 36(6), 1202-1211. https://doi.org/10.1021/es011055j
  10. Kuch, H. and Ma, K.B. (2001), "Determination of endocrine-disrupting phenolic compounds and estrogens in surface and drinking water by HRGC-(NCI)-MSin the pictogram per liter range", Environ. Sci. Technol., 35(15), 3201-3206. https://doi.org/10.1021/es010034m
  11. Kuiper, G.G., Lemmen, J.G., Carlsson, B., Corton, J.C., Safe, S.H., van der Saag, P., van der Burg, B. and Gustafsson, J.A. (1998), "Interaction of estrogenic chemicals and phytoestrogens with estrogen receptor beta", Endocrinology, 139(10), 4252-4263. https://doi.org/10.1210/endo.139.10.6216
  12. Laufer, H., Baclaski, B. and Koehn, U. (2012a), "Alkylphenol affect lobster (Homarus americanus) larval survival, molting and metamorphosis", Invertebr. Reprod. Dev., 56(1), 66-71. https://doi.org/10.1080/07924259.2011.588889
  13. Laufer, H., Chen, M., Johson, M., Demir, N. and Bobbitt, J. (2012b), "The effect of alkylphenols on lobster shell hardening", J. Shellfish Res., 31(2), 555-562. https://doi.org/10.2983/035.031.0215
  14. Laufer, H., Chen, M., Baclaski, B., Bobbitt, J., Stuart, J., Zuo, Y. and Jacobs, M. (2013), "Multiple factors in marine environments affecting lobster survival, development, and growth, with emphasis on alkylphenols: a perspective", Can. J. Fish. Aquat. Sci., 70(11), 1588-1600. https://doi.org/10.1139/cjfas-2013-0148
  15. Michalowicz, J. (2014), "Bisphenol A - sources, toxicity and biotransformation", Environ. Toxicol. Pharmcol., 37(2), 738-758. https://doi.org/10.1016/j.etap.2014.02.003
  16. Mita, L., Bianco, M., Viggiano, E., Zollo, F., Bencivenga, U., Sica, V., Monaco, G., Portaccio, M., Diano, N., Colonna, A., Lepore, M., Canciglia, P. and Mita, D.C. (2011), "Bisphenol A content in fish caught in two different sites of the Tyrrhenian Sea (Italy)", Chemosphere, 82(3), 405-410. https://doi.org/10.1016/j.chemosphere.2010.09.071
  17. Okuda, K., Takiguchi, M. and Yoshihara, S. (2010), "In vivo estrogenic potential of 4-methyl-2,4-bis (4-hydroxyphenyl)pent-1-ene, an active metabolite of bisphenol A, in uterus of ovariectomized rat", Toxicol Lett., 197(1), 7-11. https://doi.org/10.1016/j.toxlet.2010.04.017
  18. Segner, H., Caroll, K., Fenske, M., Janssen, C.R., Maack, G., Pascoe, D., Schafers, C., Vandenbergh, V.F., Watts, M. and Wenzel, A. (2003), "Identification of endocrine-disrupting effects in aquatic vertebrates and invertebrates: report from the European IDEA project", Ecotoxicol Environ. Safety, 54(3), 302-314. https://doi.org/10.1016/S0147-6513(02)00039-8
  19. Shao, B., Han, H., Li, D., Zhao, R., Meng, J. and Ma, Y. (2005) "Analysis of nonylhenol, octylphenol and bisphenol A in animal tissues by liquid chromatography-tandem mass spectrometry with accelerated solvent extraction", Se Pu - Chinese Journal of Chromatography/Zhongguo Hua Xue Hui, 23(4), 362-365.
  20. Shi, T. (2012), "Determination of trace amounts of bisphenol A, cocaine, and benzoylecgonine on bank notes and receipts", Thesis; University of Massachusetts Dartmouth, North Dartmouth, MA, USA.
  21. Stuart, J.D., Capulong, C.P., Launer, K.D. and Pan, X. (2005), "Analyses of phenolic endocrine disrupting chemicals in marine samples by both gas and liquid chromatography-mass spectrometry", J. Chromatogr. A, 1079(1-2), 136-145. https://doi.org/10.1016/j.chroma.2005.03.075
  22. Terasaki, M., Shiraishi, F., Nishikawa, T., Edmonds, J.S., Morita, M. and Makino, M. (2005), "Estrogenic activity of impurities in industrial grade bisphenol A", Environ. Sci. Technol., 39(10), 3703-3707. https://doi.org/10.1021/es048932g
  23. U.S. EPA (2009), Screening-Level Hazard Characterization, Alkylphenols Category; Hazard Characterization Document, Washington, D.C., USA, September.
  24. Wang, B., Huang, B., Jin, W., Zhao, S., Li, F., Hu, P. and Pan, X. (2013), "Occurrence, distribution, and sources of six phenolic endocrine disrupting chemicals in the 22 river estuaries around Dianchi Lake in China", Environ. Sci. Pollut. Res., 20(5), 3185-3194. https://doi.org/10.1007/s11356-012-1236-y
  25. Watkins, D.J., Tellez-Rojo, M.M., Ferguson, K.K., Lee, J.M., Solano-Gonzalez, M., Blank-Goldenberg, C., Peterson, K.E. and Meeker, J.D. (2014), "In utero and peripubertal exposure to phthalates and BPA in relation to female sexual maturation", Environ. Res., 134, 233-241. https://doi.org/10.1016/j.envres.2014.08.010
  26. WHO (2011), Toxicological and Health Aspects of Bisphenol A, Report of Joint FAO/WHO Expert Meeting (2-5 November, 2010) and Report of Stakeholder Meeting on Bisphenol A (1 November, 2010), Ottawa, Canada.
  27. WSP (2007), Screening of Bisphenol A in Fish from Swedish Waters.
  28. Yoshida, T., Horie, M., Hoshino, Y. and Nakazawa, H. (2001), "Determination of bisphenol A in canned vegetables and fruit by high performance liquid chromatography", Food Addit. Contam., 18(1), 69-75. https://doi.org/10.1080/026520301446412
  29. Yoshihara, S., Mizutare, T., Makishima, M., Suzuki, N., Fujimoto, N., Igaragshi, K. and Ohta, S. (2004), "Potent estrogenic metabolites of bisphenol A and bisphenol B formed by rat liver S9 fraction: their structures and estrogenic potency", Toxicol Sci., 78(1), 50-59. https://doi.org/10.1093/toxsci/kfh047
  30. Zhu, Z. and Zuo, Y. (2013), "Bisphenol A and other alkylphenols in the environment - occurrence, fate, healt effects and analytical techniques", Adv. Environ. Res., Int. J., 2(3), 179-202. https://doi.org/10.12989/aer.2013.2.3.179
  31. Zuo, Y. (2014), High-Performance Liquid Chromatography (HPLC): Principles, Procedures and Practices, Nova Science Publishers Inc., New York, NY, USA.
  32. Zuo, Y. and Zhu, Z. (2014), "Simultaneous identification and quantification of 4-cumylphenol, 2,4-bis-(dimethylbenzyl) phenol and bisphenol A in prawn Macrobrachium rosenbergii", Chemosphere, 107, 447-453. https://doi.org/10.1016/j.chemosphere.2014.01.058
  33. Zuo, Y., Zhang, K. and Lin, Y. (2007), "Microwave-accelerated derivatization for the simultaneous gas chromatography-mass spectrometric analysis of natural and synthetic estrogenic steroid hormones", J. Chromatography A, 1148(2), 211-218. https://doi.org/10.1016/j.chroma.2007.03.037
  34. Zuo, Y., Zhang, K. and Zhou, S. (2013), "Determination of estrogenic steroids and microbial and photochemical degradation of $17\alpha$-ethinylestradiol (EE2) in lake surface water, A case study", Environ. Sci.: Process. Impact., 15, 1529-1535. https://doi.org/10.1039/c3em00239j

피인용 문헌

  1. Simultaneous determination of progestogens, androgens, estrogens and phenols in water, sediment and biological samples by enolisation–silylation with ASE-GPC-SPE-GC/MS vol.7, pp.15, 2015, https://doi.org/10.1039/C5AY01050K
  2. Characteristics and Bioaccumulation of Progestogens, Androgens, Estrogens, and Phenols in Erhai Lake Catchment, Yunnan, China vol.34, pp.5, 2017, https://doi.org/10.1089/ees.2016.0118
  3. An assessment of the presence and health risks of endocrine-disrupting chemicals in the drinking water treatment plant of Wu Chang, China 2018, https://doi.org/10.1080/10807039.2017.1407631