, Volume 19, Issue 11, pp 564–565 | Cite as

Terpenoids.Cis-trans- andtrans-cis- Nepetalactones

  • R. B. Bates
  • C. W. Sigel
Kurze Mitteilungen


Terpenoid Nepetalactone 
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Die beiden stereoisomeren Nepetalactone wurden durch Gaschromatographie getrennt. Es wurde gezeigt, dass dastrans-cis-Isomere (II) auf Katzen anziehend wirkt. Dascis-trans-Isomere (I), das etwa 75% der Mischung darstellt, ist bedeutend weniger aktiv, möglicherweise völlig inaktiv.


  1. 2 (a).
    S. M. McElvain, P. M. Walters, andR. D. Bright, J. Amer. chem. Soc.64, 1828 (1942).Google Scholar
  2. 2 (b).
    R. B. Bates, E. J. Eissenbraun, andS. M. McElvain, J. Amer. chem. Soc.80, 3420 (1958), and references cited therein.Google Scholar
  3. 3.
    For nepetalactones distilled from oil of catnip, [α]D23-13.0° (CHCl3) has been reported, and for nepetalactones from the pyrolysis of nepetalic acid, +3.6° (S. M. McElvain, R. D. Bright, andP. R. Johnson, J. Amer. chem. Soc.63, 1558 (1941)). These preparations probably contained small amounts of a strongly levorotatory impurity.Google Scholar
  4. 4.
    T. Sakan, A. Fujino, F. Murai, A. Suzui, andY. Butsugan, Bull. Chem. Soc. Japan33, 1737 (1960).Google Scholar
  5. 5.
    The authors gratefully acknowledge financial support from the U.S. Public Health Service (GM-07689).Google Scholar

Copyright information

© Birkhäuser Verlag 1963

Authors and Affiliations

  • R. B. Bates
    • 1
  • C. W. Sigel
    • 1
  1. 1.Department of Chemistry and Chemical EngineeringUniversity of IllinoisUrbanaU.S.A.

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