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Synthesis of a 13C-labelled seed-germination inhibitor (3,4,5-trimethylfuran-2(5H)-one) for the mode of action elucidation

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Abstract

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.

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Acknowledgments

The IOCB research plan RVO: 61388963, OTKA 114567 and Bolyai Fellowship, supporting this work, are acknowledged.

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Authors and Affiliations

  1. Institute of Organic Chemistry and Biochemistry, CAS, v.v.i., Flemingovo nám. 2, 166 10, Prague 6, Czech Republic

    Martin Pošta & Petr Beier

  2. Department of Applied Genomics, Agricultural Institute, Centre for Agricultural Research, Hungarian Academy of Sciences, Martonvásár, 2462, Hungary

    Vilmos Soós

Authors
  1. Martin Pošta
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  2. Vilmos Soós
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  3. Petr Beier
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Corresponding author

Correspondence to Martin Pošta.

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Pošta, M., Soós, V. & Beier, P. Synthesis of a 13C-labelled seed-germination inhibitor (3,4,5-trimethylfuran-2(5H)-one) for the mode of action elucidation. Monatsh Chem 149, 1475–1480 (2018). https://doi.org/10.1007/s00706-018-2179-x

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  • DOI: https://doi.org/10.1007/s00706-018-2179-x

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