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Fe(II)-induced decomposition of epidioxides. A chemical model for prostaglandin E, prostacyclin and thromboxane biosynthesis

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  • Chimica, Biochimica
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Summary

A chemical model for biosynthesis of PGE, PGX and the thromboxanes from the prostaglandin endoperoxides is presented which is based on known reactions of other endoperoxides with the Fe(II)−Fe(III) redox system in vitro.

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References

  1. M. Hamberg and B. Samuelsson, Proc. nat. Acad. Sci. USA,70, 899 (1973).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. D. H. Nugteren and E. Hazelhof, Biochem. biophys. Acta.326, 448 (1973).

    Article  CAS  PubMed  Google Scholar 

  3. M. Hamberg and B. Samuelsson, Proc. nat. Acad. Sci. USA71, 3400 (1974).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  4. M. Hamberg, J. Svensson, T. Wakabayashi and B. Samuelsson, Proc. nat. Acad. Sci. USA71, 345 (1974).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. N. A. Porter and M. Funk, J. org. Chem.40, 3614 (1975).

    Article  CAS  PubMed  Google Scholar 

  6. N. A. Porter, M. O. Funk, D. Gilmore, R. Isaac and J. Nixon, J. Am. chem. Soc.98, 6000 (1976).

    Article  CAS  PubMed  Google Scholar 

  7. J. A. Turner and W. Herz, J. org. Chem.42, 1885 (1977);

    Article  Google Scholar 

  8. J. A. Turner and W. Herz, J. org. Chem.42, 1895 (1977);

    Article  CAS  Google Scholar 

  9. J. A. Turner and W. Herz, J. org. Chem.42, 1900 (1977).

    Article  CAS  Google Scholar 

  10. M. Hamberg, J. Svensson and B. Samuelsson, Proc. nat. Acad. Sci. USA77, 2994 (1975); J. org. Chem.72, 2994 (1976).

    Article  Google Scholar 

  11. P. Needleman, S. Moncada, S. Bunting, J. R. Vane, M. Hamberg and B. Samuelsson, Nature261, 550 (1976).

    Article  Google Scholar 

  12. S. Moncada, R. Gryglewski, S. Bunting and J. R. Vane, Nature263, 663 (1976).

    Article  CAS  PubMed  Google Scholar 

  13. Chem. Eng. News, Report on Intra-Science Research Foundation Symposium, Santa Monica, Dec. 20, 1976, p. 17.

  14. W. A. Pryor and J. P. Stanley, J. org. Chem.40, 3615 (1975).

    Article  CAS  PubMed  Google Scholar 

  15. D. J. Coughlin and R. G. Salomon, J. Am. chem. Soc.99, 655 (1977).

    Article  CAS  PubMed  Google Scholar 

  16. This contrasts with the thermally or photolytically induced isomerization 1→3 which presumably proceeds by a radical mechanism (for citations, see Turner and Herz8 and the base-catalyzed isomerization 1→2 characteristic of dialkyl peroxides16.

  17. N. Kornblum and H. B. De La Mare, J. Am. chem. Soc.73, 880 (1951).

    Article  CAS  Google Scholar 

  18. D. Brown, B. T. Davis, T. G. Halsall and A. P. Hands, J. chem. Soc. 4492 (1962).

  19. D. Brown, B. T. Davis and T. G. Halsall, J. chem. Soc. 1095 (1963).

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Authors and Affiliations

  1. Department of Chemistry, The Florida State University, 32306, Tallahassee, Florida, USA

    J. A. Turner & W. Herz

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  1. J. A. Turner
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  2. W. Herz
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Supported in part by USPH grant CA-13121 through the National Cancer Institute.

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Turner, J.A., Herz, W. Fe(II)-induced decomposition of epidioxides. A chemical model for prostaglandin E, prostacyclin and thromboxane biosynthesis. Experientia 33, 1133–1134 (1977). https://doi.org/10.1007/BF01922283

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  • DOI: https://doi.org/10.1007/BF01922283

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