Structure−Activity Relationship of Karrikin Germination Stimulants

Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure−activity relationship of numerous karrikin analogues to increase understanding of the key st...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 2010-08, Vol.58 (15), p.8612-8617
Main Authors: Flematti, Gavin R, Scaffidi, Adrian, Goddard-Borger, Ethan D, Heath, Charles H, Nelson, David C, Commander, Lucy E, Stick, Robert V, Dixon, Kingsley W, Smith, Steven M, Ghisalberti, Emilio L
Format: Article
Language:English
Subjects:
Bioactive Constituents
Biological and medical sciences
Food industries
Fundamental and applied biological sciences. Psychology
Furans - chemistry
Furans - pharmacology
Germination - drug effects
Molecular Structure
Pyrans - chemistry
Pyrans - pharmacology
Seeds - drug effects
Seeds - physiology
Solanum - drug effects
Solanum - physiology
Structure-Activity Relationship
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Summary:Karrikins (2H-furo[2,3-c]pyran-2-ones) are potent smoke-derived germination promoters for a diverse range of plant species but, to date, their mode of action remains unknown. This paper reports the structure−activity relationship of numerous karrikin analogues to increase understanding of the key structural features of the molecule that are required for biological activity. The results demonstrate that modification at the C5 position is preferred over modification at the C3, C4, or C7 positions for retaining the highest bioactivity.
ISSN:0021-8561
1520-5118
DOI:10.1021/jf101690a