Isolation and structural characterization of a water-soluble germination inhibitor from Scotch thistle (Onopordum acanthium) cypselas

Mirwais M. Qaderi, Paul B. Cavers, Mark A. Bernards

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

Cypsela dormancy in Scotch thistle (Onopordum acanthium) may be affected by the presence of chemical inhibitors. To investigate this phenomenon, a leachate from O. acanthium cypselas was tested for its ability to inhibit germination of the cypselas from which it was derived (i.e., autoinhibition). Leachates varied in their degree of autoinhibition, depending on the cypsela population from which they were prepared. Overall, removal of leachate from a group of O. acanthium cypselas increased their germinability. Using lettuce (Lactuca sativa) cypselas as an indicator species, bioactivity-guided fractionation was used to isolate a water-soluble, para-substituted benzamide from O. acanthium cypselas, which caused germination inhibition. Various chromatographic, spectroscopic, and spectrometric techniques were applied to the characterization of the bioactive compound.

Original languageEnglish
Pages (from-to)2425-2438
Number of pages14
JournalJournal of Chemical Ecology
Volume29
Issue number11
DOIs
Publication statusPublished - Nov 2003
Externally publishedYes

Bibliographical note

Funding Information:
Acknowledgments—We wish to thank the Natural Sciences and Engineering Research Council of Canada for financial support through operating grants to P. B. Cavers and M. A. Bernards. The authors also thank Peter Duenk, Caroline Rasenberg, and Shelley Kilby for their assistance with planting rosettes at the ESW Research Station, Magdalena van Hal, and Vicki Cuthbertson for their help with maintaining seedlings in the Plant Sciences greenhouses, and Zakera Qaderi, Beth Horn, and Roselyne Labbé for helping with cypsela collection and cleaning. Advice on interpretation of the chemical data from Dr. Duncan Hunter is gratefully acknowledged. We appreciate helpful comments on previous versions of this manuscript from Drs. Jerry Baskin, Norman Hüner, Allan Hamill, John Romeo, and three anonymous referees.

ASJC Scopus Subject Areas

  • Ecology, Evolution, Behavior and Systematics
  • Biochemistry

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