Synthesis of a 13C-labelled seed-germination inhibitor (3,4,5-trimethylfuran-2(5H)-one) for the mode of action elucidation
It has been found that the butenolide 3,4,5-trimethylfuran-2(5H)-one, isolated from plant-derived smoke, efficiently inhibits seed germination and significantly reduces the effect of the highly active germination promotor karrikinolide (KAR1, 3-methyl-2H-furo[2,3-c]pyran-2-one), another smoke-derived compound. This paper reports the synthesis of stable isotope-labelled 3,4,5-trimethylfuran-2(5H)-ones containing one and two 13C atoms for the identification of metabolic degradation products in order to provide insight into the mechanism of action.
KeywordsButenolide Seed-germination inhibitor Carbon-13 Lactuca sativa Lactuca serriola Smoke
The IOCB research plan RVO: 61388963, OTKA 114567 and Bolyai Fellowship, supporting this work, are acknowledged.