Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

Isolation and Structure of an N-isoButyldienediynamide from Pellitory (Anacyclus pyrethrum DC.)

Abstract

THE roots of the North African plant Anacyclus pyrethrum DC. (pellitory) have been used in medicine since the time of Dioscorides, and mention of the drug is made in the B.P.C. 1934 (Pyrethri radix). It induces copious salivation when chewed and gives rise to an intense burning taste. In a recent investigation it has been found1 that the crystalline sialogogue isolated by Gulland and Hopton2 from this material, and named pellitorine (melting point 72°), is in fact a mixture of isobutylamides3,4 of the general type Hydrogenation and acidic hydrolysis yield a mixture of decanoic, dodecanoic and tetradecanoic acids which can be separated by reversed-phase partition chromatography. Its nature will be discussed more fully elsewhere. During the isolation of pellitorine, a new crystalline substance of melting point 121° has been obtained, which crystallizes from chloroform–petrol in white needles. Unlike pellitorine, it is but sparingly soluble in petrol, has no sialogogue effect and only low insecticidal activity towards the grain insect Tenebrio molitor L.

This is a preview of subscription content, access via your institution

Access options

Rent or buy this article

Get just this article for as long as you need it

$39.95

Prices may be subject to local taxes which are calculated during checkout

References

  1. Crombie, L., J. Chem. Soc. (in the press).

  2. Gulland, J. M., and Hopton, G. U., J. Chem. Soc., 6 (1930).

  3. Crombie, L., Chem. and Indust., 1034 (1952).

  4. Crombie, L., J. Chem. Soc., 4338 (1952).

  5. Lindlar, H., Helv. Chim. Acta, 35, 446 (1952).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and Permissions

About this article

Cite this article

CROMBIE, L. Isolation and Structure of an N-isoButyldienediynamide from Pellitory (Anacyclus pyrethrum DC.). Nature 174, 832–833 (1954). https://doi.org/10.1038/174832a0

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1038/174832a0

This article is cited by

Comments

By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing