Solar irradiation of the seed germination stimulant karrikinolide produces two novel head-to-head cage dimers

Adrian Scaffidi; Mark T. Waters; Brian W. Skelton; Charles S. Bond; Alexandre N. Sobolev; Rohan Bythell-Douglas; Allan J. McKinley; Kingsley W. Dixon; Emilio L. Ghisalberti; Steven M. Smith; Gavin R. Flematti

doi:10.1039/C2OB25090J

Solar irradiation of the seed germination stimulant karrikinolide produces two novel head-to-head cage dimers†

Adrian Scaffidi,^a Mark T. Waters,^a Brian W. Skelton,^b Charles S. Bond,^a Alexandre N. Sobolev,^a Rohan Bythell-Douglas,^a Allan J. McKinley,^a Kingsley W. Dixon,^cd Emilio L. Ghisalberti,^a Steven M. Smith^a and Gavin R. Flematti*^a

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* Corresponding authors

^a School of Chemistry and Biochemistry, The University of Western Australia 35 Stirling Highway, Crawley, WA, Australia
E-mail: gavin.flematti@uwa.edu.au

^b Centre for Microscopy, Characterisation and Analysis, The University of Western Australia, 35 Stirling Highway, Crawley, WA, Australia

^c School of Plant Biology, The University of Western Australia, 35 Stirling Highway, Crawley, WA, Australia

^d Kings Park Botanic Garden, Fraser Avenue, West Perth, WA, Australia

Abstract

Karrikinolide is a naturally derived potent seed germination stimulant that is responsible for triggering the germination of numerous plant species from various habitats around the world. We now report that solar irradiation of karrikinolide yields two novel head-to-head cage photodimers with the formation, stability and bioactivity of both presented herein.

Organic & Biomolecular Chemistry

Solar irradiation of the seed germination stimulant karrikinolide produces two novel head-to-head cage dimers†

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Solar irradiation of the seed germination stimulant karrikinolide produces two novel head-to-head cage dimers

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