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Planta Med 1982; 45(6): 67-77
DOI: 10.1055/s-2007-971250
Research Articles

© Hippokrates Verlag Stuttgart

On the Active Principles of the Thymelaeaceae

I. The Irritants and Cocarcinogens of Pimelea prostrata S. Zayed1 , 2 , W. Adolf2 , E. Hecker2
  • 1National Research Centre, Dokki, Cairo, Egypt.
  • 2Institut für Biochemie, Deutsches Krebsforschungszentrum Heidelberg, Federal Republic of Germany
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Publication History

1982

Publication Date:
29 March 2007 (online)

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Abstract

The toxic and irritant diterpene esters present in Pimelea prostrata (Thymelaeaceae) were isolated and characterized. Of the tigliane types found, prostratin (I) and two autoxidation products thereof proved to be practically non-irritant on the mouse ear. A further new and moderately irritant factor (Pimelea factor P5) of the tigliane type was isolated and characterized as 12-deoxy-5β-hydroxy-13-O-tetradecanoylphorbol-6α,7α-oxide (II a). In addition highly irritant new diterpene esters of the daphnane type, i. e. Pimelea factors P1 (III a) and P4 (III b) and of the new 1α-alkyldaphnane type were isolated, i. e. Pimelea factors P2 (V a), P3 (VI a) and P6 (VII a). The daphnane and 1α-alkyldaphnane types essentially represent the irritant activity of the plant. The structures V a, VI a and VII a represent a new class of irritant and tumor promoting polyfunctional diterpelnes with an intramolecular orthoester function.

Key Word Index

Pimelea prostrata - Thymelaeaceae - Irritants - Cocarcinogens - Diterpene Esters

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