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New tigliane and daphnane derivatives fromPimelea prostrata andPimelea simplex

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Summary

From the methanol extract ofPimelea prostrata, prostratin (I) and 2 autoxidation products have been isolated. They are tigliane derivatives and relatively nonirritant on the mouse ear. The irritant pimelea factor P5 (IIa) also with a tigliane skeleton and related to mancinellin (IIb), as wellas the irritant diterpene ester pimelea factor P1 (IIa, simplexin) with daphnane skeleton, were found to be present in bothP. prostrata andP. simplex. Further the irritant homologue of simplexin, pimela factorIIIb was detected inP. prostrata. Some biogenetic consequences of these findings are discussed.

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Literatur

  1. E. Hecker, 10th IUPAC Symposium on the Chemistry of Natural Products, 23–27 August, 1976, Dunedin, New Zealand, Handbook and Programme C 2, for full report of the invited lecture see Pure appl. Chem.49, 1423 (1977).

    CAS  Google Scholar 

  2. S. Zayed, W. Adolf, A. Hafez and E. Hecker, Tetrahedron Lett.1977, 3481.

  3. Y. Nyborg and T. La Cour, Nature257, 824 (1975); H. Schildknecht and R. Maurer, Chemiker-Ztg94, 849 (1970); A. Ronlàn and B. Wickberg, Tetrahedron Lett.1970, 4261.

    Article  CAS  PubMed  Google Scholar 

  4. H. B. Roberts, T. J. McClure, E. Ritchie, W. C. Taylor and P. W. Freeman, Aust. vet. J.51, 325 (1975).

    Article  CAS  PubMed  Google Scholar 

  5. E. Hecker, 1st int. Congr. Pharmacognosy Phytochem., Munich, 1970; Pharmacognosy and Phytochemistry, p. 147. Ed. H. Wagner and L. Hörhammer. Springer-Verlag, Berlin-Heidelberg-New York 1971; G. Fürstenberger and E. Hecker, Planta med.22, 241 (1972).

    Google Scholar 

  6. E. Hecker, in: Symposium on Mechanisms of Tumor Promotion and Cocarcinogenesis, March 28–31, 1977, Gatlinburg, Tennessee. Raven Press, in press.

  7. S. M. Kupchan and R. L. Baxter, Science187, 652 (1975).

    Article  CAS  PubMed  Google Scholar 

  8. H. T. C. Howard and M. E. H. Howden, Cancer Chemother. rep. part 1,59, 585 (1975).

    CAS  Google Scholar 

  9. A. R. Cashmore, R. N. Seelye, B. F. Cain, H. Mack, R. Schmidt and E. Hecker, Tetrahedron Lett.1976, 1737; I. R. N. McCormick, P. E. Nixon and T. N. Waters, Tetrahedron Lett.1976, 1735.

  10. W. M. Webster, N. Z. JI Agric.33, 102 (1926); B. C. Aston, N. Z. JI Agric.49, 150 (1934).

    Google Scholar 

  11. R. Schmidt and E. Hecker, Cancer Res.35, 1375 (1975).

    CAS  PubMed  Google Scholar 

  12. W. Adolf and E. Hecker, Tetrahedron Lett.1975, 1587.

  13. S. M. Kupchan, J. G. Sweeny, R. L. Baxter, T. Murae, V. A. Zimmerly and B. R. Sickles, J. Am. chem. Soc.97, 672 (1975).

    Article  CAS  PubMed  Google Scholar 

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Author notes

  1. S. Zayed

    Present address: National Research Center, Cairo, Egypt

Authors and Affiliations

  1. Institut für Biochemie, Deutsches Krebsforschungszentrum, Im Neuenheimer Feld 280, D-6900, Heidelberg 1, Germany

    S. Zayed, A. Hafez, W. Adolf & E. Hecker

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  1. S. Zayed
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  2. A. Hafez
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  3. W. Adolf
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  4. E. Hecker
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Additional information

Acknowledgment: The authors are deeply indebted to Dr T. Cashmore (Palmerton North, New Zealand) and Dr H. B. Roberts (Sydney, Australia) for kindly supplying plant materials.

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Zayed, S., Hafez, A., Adolf, W. et al. New tigliane and daphnane derivatives fromPimelea prostrata andPimelea simplex. Experientia 33, 1554–1555 (1977). https://doi.org/10.1007/BF01933991

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