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Partial Syntheses of Isotopically Labelled Gibberellins

  • Conference paper
Plant Growth Substances 1979

Part of the book series: Proceedings in Life Sciences ((LIFE SCIENCES))

Abstract

The general chemistry of the gibberellins (GAs) has now been reasonably well explored. Most of the current chemical interest is centered on the total or partial synthesis of the GAs. Part of this interest lies in the challenge to synthetic chemists of devising total syntheses of these complex structures. More germane to plant hormonologists is the interest in the acquisition of isotopically labelled GAs for metabolic studies. In our own work we are also interested in the confirmation, by synthesis, of structures deduced for new GAs from GC-MS data, and in the preparation of GA-derivatives in which the positions of hydroxylation are blocked in order to explore the relationship between hydroxylation and biological action. This paper is, however, confined to a discussion of the chemical preparation of isotopically labelled GAs and their precursors for metabolic studies.

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References

  1. Corey, E.J., Danheiser, R.L., Chandrasekaran, S., Keck, G.E., Gopolan, B., Larsen, S.D., Siret, P., Gras, S.-J.: J. Am. Chem. Soc. 100, 8030 (1978)

    Article  Google Scholar 

  2. Fujita, E., Node, M.: Heterocycles 7, 710 (1977)

    Article  Google Scholar 

  3. Cross, B.E., Galt, R.H.B., Hanson, J.R.: J. Chem. Soc. 295 (1964)

    Google Scholar 

  4. Geissman, T.A., Verbiscar, A.J., Phinney, B.O., Cragg, B.: Phyto chemistry 5, 933 (1966)

    CAS  Google Scholar 

  5. Murphy, P.J., West, C.A.: Arch. Biochem. Biophys. 133, 395 (1969)

    Article  PubMed  CAS  Google Scholar 

  6. Hanson, J.R., Hawker, J., White, A.F.: J. Chem. Soc., Perkin I, 1892 (1972)

    Article  Google Scholar 

  7. Evans, R., Hanson, J.R.: J. Chem. Soc. Perkin I, 663 (1975)

    Article  Google Scholar 

  8. Cross, B.E., Norton, K., Stewart, J.C.: J. Chem. Soc. C, 1054 (1968)

    Google Scholar 

  9. Schlosser, M., Christmann, K.F.: Angew. Chem. Int. Ed. Engl. 3, 636 (1964)

    Article  Google Scholar 

  10. Bearder, J.R., Frydman, V.M., Gaskin, P., MacMillan, J., Wels, C.M., Phinney, B.O.: J. Chem. Soc. Perkin I, 173 (1976)

    Article  Google Scholar 

  11. Bearder, J.R., Frydman, V.M., Gaskin, P., Hatton, I.K., Harvey, W.E., MacMillan, J.: J. Chem. Soc. Perkin I, 178 (1976)

    Article  Google Scholar 

  12. Kong, P.W.: B. Sci. Thesis, University of Western Australia (1969)

    Google Scholar 

  13. Barton, D.H.R., Harrison, D.M., Moss, G.P., Widdowson, D.A.: J. Chem. Soc. C, 975 (1970)

    Google Scholar 

  14. Bestmann, H.J., Kratzer, O., Simon, H.: Chem. Ber. 95, 2750 (1962)

    Article  CAS  Google Scholar 

  15. Beeley, L.J., MacMillan, J.: J. Chem. Soc. Perkin I, 1002 (1976)

    Google Scholar 

  16. Kende, H.: Plant Physiol. 42, 1612 (1976)

    Article  Google Scholar 

  17. Musgrave, A., Kende, H.: Plant Physiol. 45, 53 (1970)

    Article  Google Scholar 

  18. Jones, D.F., McCloskey, P.: J. Appl. Chem. 13, 324 (1963)

    Article  CAS  Google Scholar 

  19. Pixel, D.W., Vining, L.C.: Can. J. Biochem. 48, 259 (1970)

    Article  Google Scholar 

  20. Vining, L.C.: J. Chromatogr. 60, 141 (1971)

    Article  CAS  Google Scholar 

  21. Nadeau, R., Rappaport, L.: Phytochemistry 13, 1537 (1974)

    Article  CAS  Google Scholar 

  22. Durley, R.C., Pharis, R.P.: Planta 109, 357 (1973)

    Article  CAS  Google Scholar 

  23. MacMillan, J., Pryce, R.J.: J. Chem. Soc. C, 550 (1967)

    Google Scholar 

  24. Murofushi, N., Durley, R.C., Pharis, R.P.: Agric. Biol. Chem. 38, 475 (1974)

    Article  CAS  Google Scholar 

  25. Yokota, T., Reeve, D.R., Crozier, A.: Agric. Biol. Chem. 40, 2091 (1976)

    Article  CAS  Google Scholar 

  26. Bearder, J.R., MacMillan, J., Phinney, B.O.: Phytochemistry 12, 2173 (1973)

    Article  CAS  Google Scholar 

  27. Hedden, P., MacMillan, J., Phinney, B.O.: J. Chem. Soc. Perkin I, 587 (1974)

    Article  Google Scholar 

  28. Bearder, J.R., MacMillan, J., Wels, C.M., Chaffey, M.B., Phinney, B.O.: Phytochemistry 13, 911 (1974)

    Article  CAS  Google Scholar 

  29. MacMillan, J.: Pure Appl. Chem. 50, 995 (1978)

    Article  CAS  Google Scholar 

  30. Gurvich, I.A., Kobrina, N.S., Kucherov, V.F.: Bull. Acad. Sci. USSR 1668 (1969)

    Google Scholar 

  31. Beale, M.J., MacMillan, J.: J. Chem. Soc. Perkin I, 877 (1980)

    Article  Google Scholar 

  32. Beale, M.J., Gaskin, P., Kirkwood, P.S., MacMillan, J.: J. Chem. Soc. Perkin I, 885 (1980)

    Article  Google Scholar 

  33. Bowen, D.H., MacMillan, J., Graebe, J.E.: Phytochemistry 11, 2253 (1972)

    Article  CAS  Google Scholar 

  34. Sponsel, V.M., MacMillan, J.: Planta 144, 69 (1978)

    Article  CAS  Google Scholar 

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© 1980 Springer-Verlag Berlin Heidelberg

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Macmillan, J. (1980). Partial Syntheses of Isotopically Labelled Gibberellins. In: Skoog, F. (eds) Plant Growth Substances 1979. Proceedings in Life Sciences. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-67720-5_15

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  • DOI: https://doi.org/10.1007/978-3-642-67720-5_15

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-67722-9

  • Online ISBN: 978-3-642-67720-5

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