title: Structure-activity relationship of karrikin germination stimulants.
abstract: 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.
authors.affiliation: School of Biomedical, Biomolecular and Chemical Sciences, The University of Western Australia, Crawley, WA 6009, Australia. gavin.flematti@uwa.edu.au
authors.forename: Gavin R
authors.initials: GR
authors.lastname: Flematti
authors.forename: Adrian
authors.initials: A
authors.lastname: Scaffidi
authors.forename: Ethan D
authors.initials: ED
authors.lastname: Goddard-Borger
authors.forename: Charles H
authors.initials: CH
authors.lastname: Heath
authors.forename: David C
authors.initials: DC
authors.lastname: Nelson
authors.forename: Lucy E
authors.initials: LE
authors.lastname: Commander
authors.forename: Robert V
authors.initials: RV
authors.lastname: Stick
authors.forename: Kingsley W
authors.initials: KW
authors.lastname: Dixon
authors.forename: Steven M
authors.initials: SM
authors.lastname: Smith
authors.forename: Emilio L
authors.initials: EL
authors.lastname: Ghisalberti
mesh_terms: D005663:Furans / Q000737:chemistry* / Q000494:pharmacology*; D018525:Germination / Q000187:drug effects*; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry* / Q000494:pharmacology*; D012639:Seeds / Q000187:drug effects / Q000502:physiology; D032322:Solanum / Q000187:drug effects / Q000502:physiology*; D013329:Structure-Activity Relationship
chemical_list: C488803:3-methyl-2H-furo(2,3-c)pyran-2-one; D005663:Furans; D011714:Pyrans