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Determination of the position of the acyl groups and the nature of some amino alcohols in native ester alkaloids of the genusVeratrum

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Conclusions

1. On the basis of literature data on the structure of theVeratrum alkaloids, a definite law for the arrangement of the acyl radicals in these ester alkaloids and an interrelationship between the melting point and the structure of the substituent in the C7 position, and between the melting point and the types of amino alcohols upon which the ester alkaloids are based, has been found.

2. The features mentioned may be used in studying the structure of theVeratrum ester alkaloids according to a scheme which we propose.

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References

  1. O. Jeger and V. Prelog, in: R. H. T. Manske, ed., Steroid Alkaloids,Veratrum Group. “The Alkaloids,” Chemistry and Physiology, 7, Academic Press, 363, 1960.

  2. O. Shimizu and R. Hayashi, J. Pharm. Soc. Jap.,79, 615, 1959; B. Shimizu, J. Pharm. Soc. Jap., 78, 443, 1958.

    Article  CAS  Google Scholar 

  3. A. Stoll and E. Seebeck, Helv. Chim. Acta,36, 1570, 1953; S. M. Kupchan and C. V. Deliwala, J. Am. Chem. Soc., 75, 1025, 1953.

    Article  CAS  Google Scholar 

  4. M. Suzuki, Y. Murase, R. Hayashi, and N. Sanpei, J. Pharm. Soc. Jap.,79, 619, 1959; M. Suzuki, B. Shimizu, Y. Murase, R. Hayashi, and N. Sanpei, J. Pharm. Soc. Jap.,77, 1050, 1957.

    Article  CAS  Google Scholar 

  5. S. M. Kupchan and N. Gruenfeld, J. Am. Pharm. Assoc. Sci. Ed.,48, 737, 1959.

    Article  CAS  Google Scholar 

  6. G. S. Myers, W. L. Glen, P. Morozovitch, R. Barber, and G. A. Grant, J. Am. Chem. Soc.,74, 3198, 1952.

    Article  CAS  Google Scholar 

  7. G. S. Myers, M. L. Glen, P. Morozovitch, R. Barber, G. Papineau-Couture, and G. A. Grant, J. Am. Chem. Soc.,78, 1621, 1956.

    Article  CAS  Google Scholar 

  8. J. Fried, H. White, and O. Wintersteiner, J. Am. Chem. Soc.,72, 4621, 1950.

    Article  CAS  Google Scholar 

  9. W. Poethke, Die Alkaloide vonVeratrum album L., Habilitationsrift, Leipzig, 58, 1937.

    Google Scholar 

  10. S. M. Kupchan, J. Am. Chem. Soc.,81, 1921, 1959.

    Article  CAS  Google Scholar 

  11. S. M. Kupchan and N. Gruenfeld, J. Am. Pharm. Assoc. Sci. Ed.,48, 727, 1959.

    Article  CAS  Google Scholar 

  12. S. M. Kupchan and A. Alfonso, J. Am. Pharm. Assoc. Sci. Ed.,48, 731, 1959.

    Article  CAS  Google Scholar 

  13. S. M. Kupchan and C. I. Ayres, J. Am. Pharm. Assoc. Sci. Ed.,48, 440, 1959.

    Article  CAS  Google Scholar 

  14. S. M. Kupchan, C. I. Ayres, and R. Hensler, J. Am. Chem. Soc.,82, 2616, 1960.

    Article  CAS  Google Scholar 

  15. S. M. Kupchan and C. I. Ayres, J. Am. Chem. Soc.,82, 2252, 1960.

    Article  CAS  Google Scholar 

  16. S. M. Kupchan and C. I. Ayres, J. Am. Pharm. Assoc. Sci. Ed.,48, 735, 1959.

    Article  CAS  Google Scholar 

  17. S. M. Kupchan, J. Pharmaceut. Sci., USA,50, 273, 1961.

    Article  CAS  Google Scholar 

  18. L. Fieser and M. Fieser, Steroids [Russian translation], Moscow, 915, 1964.

  19. S. M. Kupchan, J. C. Grivas, C. I. Ayres, L. J. Pandya, and L. C. Weaver, J. Pharmaceut. Sci., USA,50, 396, 1961; H. L. White, J. Am. Chem. Soc.,73, 492, 1951.

    Article  CAS  Google Scholar 

  20. H. B. Henbest and B. J. Lovell, Chemistry and Industry,21, 278, 1956.

    Google Scholar 

  21. N. V. Bondarenko, ZhOKh,37, 332, 1967; Ya. V. Rashkes, ZhAKh, 20, 238, 1965; C. Paeck and M. Tracy, Moderne Methoden der Pflanzenanalyse [Russian translation], Moscow, 1960.

    CAS  Google Scholar 

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Khimiya Prirodnykh Soedinenii, Vol. 6, No. 4, pp. 440–443, 1970

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Bondarenko, N.V., Shinkarenko, A.L. & Gerashchenko, G.I. Determination of the position of the acyl groups and the nature of some amino alcohols in native ester alkaloids of the genusVeratrum . Chem Nat Compd 6, 449–451 (1970). https://doi.org/10.1007/BF00564247

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