Summary
The defensive anal effluent discharged bySilpha americana in response to disturbance contains a mixture of steroids stemming from a glandular annex of the rectum. The compounds have been characterized as 15β-hydroxyprogesterone (1, principal component), 5β-pregnan-15β-ol-3, 20-dione (2), 5β-pregnan-3α, 15β-diol-20-one (3), 5β-pregnan-7β, 15β-diol-3,20-dione (4), 5β-pregnan-3α, 7β, 15β-triol-20-one (5), 5β-pregnan-16α-ol-3,20-dione (6), and 5β-pregnan-3α, 16α-diol-20-one (7), none previously found in insects. Bioassays with jumping spiders showed compounds1 and6 to be feeding deterrents at the 1 μg level.
References
Schildknecht, H., and Weis, K. H., Z. Naturforsch.17b (1962) 452.
Leydig, F., Arch. Anat. Physiol. Wiss. Med.33 (1859) 149.
Heller, S. R., and Milne, G. W. A., EPA/NIH Mass Spectral Data Base, vol. 3, pp. 2552, 2553, 2557. US Government Printing Office, Washington 1978.
Bhacca, N. S., and Williams, D. H., Applications of NMR Spectroscopy in Organic Chemistry, p. 121. Holden-Day, San Francisco 1964.
Eisner, T., Wiemer, D. F., Haynes, L. W., and Meinwald, J., Proc. nats. Acad. Sci.75 (1978) 905.
Eisner, T., and Meinwald, J., Psyche89 (1982) 357.
Eisner, T., Hill, D., Goetz, M., Jain, S., Alsop, D., Camazine, S., and Meinwald, J., J. chem. Ecol.7 (1981) 1149.
Blum, M. S., Chemical Defense of Arthropods. Academic Press, New York 1981.
Weatherston, J., and Percy, J. E., in: Handbook of Experimental Pharmacology, vol. 48, chapter 19. Ed. S. Bettini. Springer, Heidelberg 1978.
Pasteels, J., and Daloze, D., Science197 (1977) 70.
Meinwald, J., Wiemer, D. F., and Eisner, T., Proc. natn. Acad. Sci.101 (1979) 3055; Goetz, M., Wiemer, D. F. Haynes LeRoy W., Meinwald, J., and Eisner, T., Helv. chim. Acta62 (1979) 1396; Goetz, M., Meinwald, J., and Eisner, T. Experientia37 (1981) 679.
Clayton, R. B., in Chemical Ecology, p. 235. Eds E. Sondheimer and J. B. Simeone, Academic Press, New York and London 1970.
Author information
Authors and Affiliations
Additional information
Paper No. 78 of the series: Defense Mechanisms of Arthropods. Study supported by NIH (Grants AI-02908, AI-12020). We thank Maura Malarcher and Maria Eisner for excellent technical help, and the Squibb Institute of Medical Research for samples of authentic reference compounds.
Rights and permissions
About this article
Cite this article
Meinwald, J., Roach, B., Hicks, K. et al. Defensive steroids from a carrion beetle (Silpha americana). Experientia 41, 516–519 (1985). https://doi.org/10.1007/BF01966178
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF01966178