Effect of Chloride Ions on Anthrasesamone C Production in a<i>Sesamum indicum</i>Hairy Root Culture and Identification of the Precursor for Its Abiotic Formation

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  • FURUMOTO Toshio
    Department of Applied Biological Science, Faculty of Agriculture, Kagawa University
  • HOSHIKUMA Arata
    Department of Applied Biological Science, Faculty of Agriculture, Kagawa University

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  • Effect of Chloride Ions on Anthrasesamone C Production in a Sesamum indicum Hairy Root Culture and Identification of the Precursor for Its Abiotic Formation

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The content of anthrasesamone C (5), a rare chlorine-containing anthraquinone, in a hairy root culture of Sesamum indicum increased with increasing chloride ion concentration in the culture medium and reached a maximum at 100 mM. However, the amount of anthrasesamone C (5) in the extract obtained from the hairy roots was increased by incubating the extract. This result suggests that anthrasesamone C (5) was produced from an unidentified metabolite by an abiotic process. 2,3-Epoxyanthrasesamone B (1), a precursor for the non-enzymatic formation of anthrasesamone C (5), was isolated from S. indicum hairy roots cultured in a chloride-deficient medium. Its structure was elucidated to be 2,3-epoxy-9,10-dihydroxy-2-(4-methylpent-3-en-1-yl)-2,3-dihydroanthracene-1,4-dione by spectroscopic methods.

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