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A new selective insecticidal uncoupler of oxidative phosphorylation

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Summary

A new aryl hydrazone structure with high insecticidal activity against the Australian sheep blowfly,Lucilia cuprina, was shown to have a higher activity as an uncoupler of oxidative phosphorylation in insect compared to mammalian mitochondrial preparations. This compound possesses the requirements of other uncouplers in its measured pKa and lipid solubility. However, when compared to a closely related structure with similar physicochemical properties, its insecticidal and insect mitochondrial uncoupling activities are greater and it exhibits decreased mammalian toxicity corresponding to this differential biochemical selectivity.

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References

  1. Büchel, K.H., and Draber, W., Adv. Chem. Ser.114 (1972) 141.

    Article  Google Scholar 

  2. Wilson, D.F., Ting, H.P., and Koppleman, M.S., Biochemistry10 (1971) 2897.

    Article  CAS  PubMed  Google Scholar 

  3. Draber, W., Büchel, K.H., and Schafer, G., Z. Naturf. (B)27b (1972) 159.

    Article  Google Scholar 

  4. Heytler, P.G., Biochemistry2 (1963) 357.

    Article  CAS  PubMed  Google Scholar 

  5. Holan, G., Eur. Patent Publ. EPA I 0001019.

  6. Holan, G., Evans, J.J., Haslam, J.M., and Roulston, W.J., in: Environmental Quality and Safety Supplement, vol. 3, Pesticides, p. 450. Eds F. Coulston and F. Korte. George Thieme, Stuttgart 1975.

    Google Scholar 

  7. Mitchell, P., Biol. Rev.41 (1966) 445.

    Article  CAS  PubMed  Google Scholar 

  8. Bygrave, F.L., Daday, A.A., and Doy, F.A., Biochem. J.146 (1975) 601.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  9. Hogeboom, G.H., Meth. Enzym.1 (1955) 16.

    Article  CAS  Google Scholar 

  10. Estabrook, R.W., Meth. Enzym.10 (1967) 41.

    Article  CAS  Google Scholar 

  11. Williamson, R.L., and Metcalf, R.L., Science158 (1967) 1694.

    Article  CAS  PubMed  Google Scholar 

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Acknowledgment. We thank Mr K. Rihs for preparation of the hydrazones and Prof. Dr K.H. Büchel for supply of hydrazone III.

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Holan, G., Smith, D.R.J. A new selective insecticidal uncoupler of oxidative phosphorylation. Experientia 42, 558–560 (1986). https://doi.org/10.1007/BF01946702

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  • DOI: https://doi.org/10.1007/BF01946702

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