Skip to main content

Part of the book series: NATO ASI Series Advanced Science Institutes Series ((NSSA,volume 202))

  • 156 Accesses

Abstract

This presentation examines a variety of questions concerning the interactions of chlorinated hydrocarbon pesticides with cytochrome P450 monooxygenases. In particular, it intends to discuss those pesticides which exhibit estrogenic activity in mammals. An important question concerns whether the estrogenic activity of these pesticides resides in the parent compound or whether estrogenicity of these compounds is primarily due to their respective metabolites. In the latter case, it is anticipated that the alteration in the activity of the enzymes catalyzing the formation of these metabolites would have a pronounced effect on the estrogenic activity of the parent compound. Hence it would be important to identify the enzymes (P450s) catalyzing their formation. These aspects will be examined in some detail.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. H. Burlington, and V. F. Lindeman, Proc. Soc. Exp. Biol. Med. 74:48 (1950).

    PubMed  CAS  Google Scholar 

  2. A. L. Fisher, H. H. Keasling, and F. W. Schueler, Proc. Soc. Exp. Biol. Med. 81:439 (1952).

    PubMed  CAS  Google Scholar 

  3. W. Levin, R. M. Welch, and A. H. Conney, Fed. Proc., 27:649 (1968).

    Google Scholar 

  4. J. Bitman, H. C. Cecil, S. J. Harris, and G. F. Fries, Science 162:371 (1968).

    Article  PubMed  CAS  Google Scholar 

  5. R. M. Welch, W. Levin, and A. H. Conney, Toxicol. Appl. Pharmacol. 4:358 (1969).

    Article  Google Scholar 

  6. J. A. Nelson, Biochem. Pharmacol. 23:447 (1974).

    Article  PubMed  CAS  Google Scholar 

  7. M. S. Forster, E. L. Wilder, and W. L. Heinrichs, Biochem. Pharmacol. 24:1777 (1975).

    Article  PubMed  CAS  Google Scholar 

  8. D. Kupfer, and W. H. Bulger, Pest. Biochem. Physiol. 6:561 (1976).

    Article  CAS  Google Scholar 

  9. D. Kupfer, and W. H. Bulger, Res. Commun. Chem. Pathol. Pharmacol. 16:451 (1977).

    PubMed  CAS  Google Scholar 

  10. G. M. Stancel, J. S. Ireland, V. R. Mukku, and A. K. Robison, Life Sci. 27:1111 (1980).

    Article  PubMed  CAS  Google Scholar 

  11. J. A. Nelson, R. F. Struck, and R. James, J. Toxic. Environ. Hlth. 4:325 (1978).

    Article  CAS  Google Scholar 

  12. D. Kupfer, and W. H. Bulger in: Estrogens in the Environment (J. A. McLachlan, ed), Elsevier/North Holland, New York, pp. 239–263 (1980).

    Google Scholar 

  13. I. P. Kapoor, R. L. Metcalf, R. F. Nystrom, and G. K. Sangha, J. Agric. Food Chem. 18:1145 (1970).

    Article  PubMed  CAS  Google Scholar 

  14. J. A. Nelson, R. F. Struck, and R. James, Pharmacologist 18:247 (1976).

    Google Scholar 

  15. W. H. Bulger, R. M. Muccitelli, and D. Kupfer, Biochem. Pharmacol. 27:2417 (1978).

    Article  PubMed  CAS  Google Scholar 

  16. D. Kupfer, W. H. Bulger, and A. D. Theoharides, Res. Chem. Toxicol. (in press).

    Google Scholar 

  17. M. Hamilton, and P. T. Kissinger, Drug Metab. Dispos. 14:5 (1986).

    PubMed  CAS  Google Scholar 

  18. C-J. H. Lamoureux, and V. J. Feil, J. Assoc. Off. Anal. Chem. 63:1007 (1980).

    CAS  Google Scholar 

  19. C. A. Powers, M. A. Hatala, and P. J. Pagano, Mol. Cell. Endocrinol. 66:93 (1989).

    Article  PubMed  CAS  Google Scholar 

  20. P.C. Reunitz, and M. M. Toledo, Biochem. Pharmacol. 30:2203 (1981).

    Article  Google Scholar 

  21. M. J. Juedes, W. H. Bulger, and D. Kupfer, Drug. Metab. Dispos. 15:786 (1984).

    Google Scholar 

  22. W. H. Bulger, V. J. Feil, and D. Kupfer, Mol. Pharmacol. 27:115 (1985).

    PubMed  CAS  Google Scholar 

  23. D. Kupfer, and W. H. Bulger, Federation Proc. 46:1864 (1987).

    CAS  Google Scholar 

  24. W. J. King, and G. L. Greene, Nature 307:745 (1984).

    Article  PubMed  CAS  Google Scholar 

  25. W. V. Welshons, M. E. Lieberman, and J. Gorski, Nature 307:747 (1984).

    Article  PubMed  CAS  Google Scholar 

  26. G. Redeuilh, B. Moncharmont, C. Secco, and E-E. Baulieu, J. Biol. Chem. 262:6969 (1987).

    PubMed  CAS  Google Scholar 

  27. J. J. Dougherty, R. K. Puri, and D. O. Toft, J. Biol. Chem. 259:8004 (1984).

    PubMed  CAS  Google Scholar 

  28. D. Kupfer, and W. H. Bulger, Life Sci. 25:975 (1979).

    Article  PubMed  CAS  Google Scholar 

  29. W. H. Bulger, J.E. Temple, and D. Kupfer, Toxicol. Appl. Pharmacol. 68:367 (1983).

    Article  PubMed  CAS  Google Scholar 

  30. W. H. Bulger, and D. Kupfer, Drug Metab. Dispos. 17:487 (1989).

    PubMed  CAS  Google Scholar 

  31. M. J. Juedes, and D. Kupfer, Drug Metab. Dispos. (in press).

    Google Scholar 

  32. P.C. Reunitz, Drug Metab. Dispos. 6:631 (1978).

    Google Scholar 

  33. D. Kupfer, W. H. Bulger, and F. J. Nanni, Biochem. Pharmacol. 35:2775 (1986).

    Article  PubMed  CAS  Google Scholar 

  34. J. L. Roberts, T. S. Calderwood, and D. T. Sawyer, J. Am. Chem. Soc. 105:7691 (1983).

    Article  CAS  Google Scholar 

  35. W. H. Bulger, and D. Kupfer, Biochem. Pharmacol. (in press).

    Google Scholar 

  36. C. Mani, and D. Kupfer, Fed. Proç., abstract (in press).

    Google Scholar 

  37. D. Kupfer, and W. H. Bulger, FEBS Letters (in press).

    Google Scholar 

  38. W. H. Bulger, R. M. Muccitelli, and D. Kupfer, Mol. Pharmacol. 15:515 (1979).

    PubMed  CAS  Google Scholar 

  39. B. Hammond, B. S. Katzenellenbogen, N. Krauthammer, and J. McConnell, Proc. Natl. Acad. Sci. USA 76:6641 (1979).

    Article  PubMed  CAS  Google Scholar 

  40. J. Bitman, H. C. Cecil, S. J. Harris, and V. J. Feil, J. Agric. Food. Chem. 26:149 (1978).

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1991 Plenum Press, New York

About this chapter

Cite this chapter

Kupfer, D. (1991). Interactions of Estrogenic Pesticides with Cytochrome P450. In: Arinç, E., Schenkman, J.B., Hodgson, E. (eds) Molecular Aspects of Monooxygenases and Bioactivation of Toxic Compounds. NATO ASI Series Advanced Science Institutes Series, vol 202. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-7284-4_19

Download citation

  • DOI: https://doi.org/10.1007/978-1-4684-7284-4_19

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-7286-8

  • Online ISBN: 978-1-4684-7284-4

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics