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Genetic Toxicology of Complex Mixtures pp 185–195Cite as

Genotoxic and Carcinogenic Properties of Chlorinated Furanones: Important by-Products of Water Chlorination

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Part of the book series: Environmental Science Research ((ESRH,volume 39))

Abstract

Mutagenic activity is frequently detectable in organic concentrates of drinking water derived from surface waters (11). Because most mutagens tested to date are animal carcinogens and because mutagens may induce heritable alterations in germ cells, there is concern as to whether or not the presence of mutagenic chemicals in drinking water represent an acceptable human health risk. Identification of the mutagenic components of drinking water is needed before an accurate assessment of the health risks can be made. Methods have been developed for the isolation and identification of mutagens in drinking water (24), but the task of ascribing mutagenicity levels to specific chemical contaminants has proved difficult.

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References

  1. Blakey, D.H., A.M. Duncan, M.J. Wargovich, M.T. Goldberg, W.R. Bruce, and J.A. Heddle (1985) Detection of nuclear anomalies in the colonic epithelium of the mouse. Cancer Res. 45:242–249.

    PubMed  CAS  Google Scholar 

  2. Bull, R.J., M. Robinson, R.D. Laurie, E. Greisiger, J.R. Meier, and J. Stober (1984) Carcinogenic effects of acrylamide in Senear and A/J mice. Cancer Res. 44:107–111.

    PubMed  CAS  Google Scholar 

  3. Daniel, F.B., D.L. Haas, and S.M. Pyle (1985) Quantitation of chemically induced DNA strand breaks via an alkaline unwinding assay. Analyt. Biochem. 144:390–402.

    Article  PubMed  CAS  Google Scholar 

  4. Daniel, F.B., G.R. Olson, and J.A. Stober (1989) The induction of G.I. tract nuclear anomalies by 3-chloro-4(dichloromethyl)-5-hydroxy -2(5H)-furanone, a chlorine disinfection by-product, in the male B6C3F1 mouse (ms. in prep.).

    Google Scholar 

  5. Daniel, F.B., E.L.C. Lin, H.P. Ringhand, R.G. Miller, A.B. DeAn-gelo, and J.R. Meier (1989) 3-Chloro-4(dichloromethyl)-5-hydroxy-2(5H)-furanone, a potent mutagen isolated from chlorine-disinfected drinking water, forms DNA adducts in vivo (ms. in prep.).

    Google Scholar 

  6. Fielding, M., and H. Horth (1986) Formation of mutagens and chemicals during water treatment chlorination. Water Supply 4:103–126.

    CAS  Google Scholar 

  7. Goldberg, M.T., and P. Chidiac (1986) An in vivo assay for small intestine genotoxicity. Mutat. Res. 164:209–215.

    PubMed  CAS  Google Scholar 

  8. Hemming, J., B. Holmbom, M. Reunanen, and L. Kronberg (1986) Determination of the strong mutagen, 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in chlorinated drinking and humic waters. Chemosphere 15:549–556.

    Article  Google Scholar 

  9. Horth, H., M. Fielding, T. Gibson, H.A. James, and H. Ross (1989) Identification of mutagens in drinking water. Water Research Centre Technical Report. PRD 2038-M, Medmenham, England.

    Google Scholar 

  10. Kronberg, L., and T. Vartianen (1988) Ames mutagenicity and concentration of the strong mutagen 3-chloro-4-(dichloromethyl)-5-hy-droxy-2(5H)-furanone and of its geometric isomer (E)-2-chloro-3-(di-chloromethyl)-4-oxo-butenoic acid in chlorine-treated tap waters. Mutat. Res. 206:177–182.

    Article  PubMed  CAS  Google Scholar 

  11. Loper, J.C. (1980) Mutagenic effects of organic compounds in drinking water. Mutat. Res. 76:241–268.

    PubMed  CAS  Google Scholar 

  12. Maron, D.M., and B.N. Ames (1983) Revised methods for the Salmonella mutagenicity test. Mutat. Res. 113:173–215.

    PubMed  CAS  Google Scholar 

  13. Meier, J.R. (1988) Genotoxic activity of organic chemicals in drinking water. Mutat. Res. 196:211–245.

    PubMed  CAS  Google Scholar 

  14. Meier, J.R., R.D. Lingg, and R.J. Bull (1983) Formation of mutagens following chlorination of humic acid: A model for mutagen formation during drinking water treatment. Mutat. Res. 118:25–41.

    Article  PubMed  CAS  Google Scholar 

  15. Meier, J.R., H.P. Ringhand, W.E. Coleman, J.W. Munch, R.P. Streicher, W.H. Kaylor, and K.M. Schenck (1985) Identification of mutagenic compounds formed during chlorination of humic acid. Mutat. Res. 157:111–122.

    Article  PubMed  CAS  Google Scholar 

  16. Meier, J.R., W.F. Blazak, and R.B. Knohl (1987) Mutagenic and clastogenic properties of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone, a potent bacterial mutagen in drinking water. Env.Muta. 10:411–424.

    Article  CAS  Google Scholar 

  17. Meier, J.R., R.B. Knohl, W.E. Coleman, H.P. Ringhand, J.W. Munch, W.H. Kaylor, R.P. Sreicher, and F.C. Kopfler (1987) Studies on the potent bacterial mutagen, 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone: Aqueous stability, XAD recovery and analytical determination in drinking water and in chlorinated humic acid solutions. Mutat. Res. 189:363–373.

    Article  PubMed  CAS  Google Scholar 

  18. Meier, J.R., A.B. DeAngelo, F.B. Daniel, K.M. Schenck, M.F. Skelly, and S.L. Huang (1989) DNA adduct formation in bacterial and mammalian cells by 3-chloro-4-(dichloromethyl)-5-hydroxy-2-(5H)-furanone (MX). Env. Molec. Muta. 14(Suppl. 15): 128.

    Google Scholar 

  19. Meier, J.R., R.B. Knohl, B.A. Merrick, and C.L. Smallwood (1989) Importance of glutathione in the invitro detoxification of 3-chloro-4-dichloromethyl-5-hydroxy-2(5H)-furanone, an important mutagenic by-product of water chlorination. In Water Chlorination: Chemistry, Environmental Impact and Health Effects, Vol. 6, R.L. Jolley et al., eds. Lewis Publishers, Ann Arbor, MI (in press).

    Google Scholar 

  20. Perry, K.L., S.J. Elledge, B.B. Mitchell, L. Marsh, and G.C. Walker (1985) umuDC and mucAB operons whose products are required for UV light and chemical-induced mutagenesis: UmuD, MucA, and Lex A proteins share homology. Proc. Natl. Acad. Sci., USA 82:4331–4335.

    Article  PubMed  CAS  Google Scholar 

  21. Ringhand, H.P., W.H. Kaylor, R.G. Miller, and F.C. Kopfler (1989) Synthesis of 3–14C- 3-chloro-4- (dichloromethyl) -5-hydroxy-2 (5H) -furanone and its use in a tissue distribution study in the rat. Chemosphere 18:2229–2236.

    CAS  Google Scholar 

  22. Schmid, W. (1976) The micronucleus test for cytogenetic analysis. In Chemical Mutagens, Principles and Methods for Their Detection, Vol. 4, A. Hollaender, ed. Plenum Press, New York, pp. 31–53.

    Google Scholar 

  23. Streicher, R.P., H. Zimmer, J.R. Meier, R.B. Knohl, F.C. Kopfler, W.E. Coleman, J.W. Munch, and K.M. Schenck (1989) Structure-mutagenic activity relationships in chlorinated α, β-unsaturated carbonyl compounds (sub. for publ.).

    Google Scholar 

  24. Tabor, M.W., and J.C. Loper (1985) Analytical isolation, separation and identification of mutagens from nonvolatile organics of drinking water. J. Env. Analyt. Chem. 19:281–318.

    Article  CAS  Google Scholar 

  25. Whong, W.-Z., Y.-E. Wen, J. Steward, and T. Ong (1986) Validation of the SOS/Umu test with mutagenic complex mixtures. Mutat. Res. 175:139–144.

    Article  PubMed  CAS  Google Scholar 

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Author information

Authors and Affiliations

  1. Genetic Toxicology Division Health Effects Research Laboratory, U.S. Environmental Protection Agency, Cincinnati, Ohio, 45268, USA

    J. R. Meier, A. B. DeAngelo, F. B. Daniel, K. M. Schenck, J. U. Doerger & L. W. Chang

  2. Environmental Toxicology Division Health Effects Research Laboratory, U.S. Environmental Protection Agency, Cincinnati, Ohio, 45268, USA

    F. C. Kopfler, M. Robinson & H. P. Ringhand

Authors
  1. J. R. Meier
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  2. A. B. DeAngelo
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  3. F. B. Daniel
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  4. K. M. Schenck
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  5. J. U. Doerger
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  6. L. W. Chang
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  7. F. C. Kopfler
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  8. M. Robinson
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  9. H. P. Ringhand
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Editor information

Editors and Affiliations

  1. US Environmental Protection Agency, Research Triangle Park, North Carolina, USA

    Michael D. Waters , Joellen Lewtas , Martha M. Moore  & Stephen Nesnow , ,  & 

  2. US Environmental Protection Agency, Cincinnati, Ohio, USA

    F. Bernard Daniel

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© 1990 Plenum Press, New York

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Meier, J.R. et al. (1990). Genotoxic and Carcinogenic Properties of Chlorinated Furanones: Important by-Products of Water Chlorination. In: Waters, M.D., Daniel, F.B., Lewtas, J., Moore, M.M., Nesnow, S. (eds) Genetic Toxicology of Complex Mixtures. Environmental Science Research, vol 39. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-5850-3_15

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  • DOI: https://doi.org/10.1007/978-1-4684-5850-3_15

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-5852-7

  • Online ISBN: 978-1-4684-5850-3

  • eBook Packages: Springer Book Archive

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