Identification of Sternbin and Naringenin as Detoxified Metabolites from the Rice Flavanone Phytoalexin Sakuranetin by <i>Pyricularia oryzae</i>

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  • Shun Katsumata
    College of Agriculture Ibaraki University 3‐21‐1 Chuo Ami, Ibaraki 300‐0393 Japan
  • Kazuho Hamana
    College of Agriculture Ibaraki University 3‐21‐1 Chuo Ami, Ibaraki 300‐0393 Japan
  • Kiyotaka Horie
    United Graduate School of Agricultural Science Tokyo University of Agriculture and Technology 3‐5‐8 Saiwai‐cho Fuchu, Tokyo 183‐8509 Japan
  • Hiroaki Toshima
    College of Agriculture Ibaraki University 3‐21‐1 Chuo Ami, Ibaraki 300‐0393 Japan
  • Morifumi Hasegawa
    College of Agriculture Ibaraki University 3‐21‐1 Chuo Ami, Ibaraki 300‐0393 Japan

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<jats:p>Sakuranetin (<jats:bold>1</jats:bold>) is a flavanone phytoalexin that has been reported to play an important role in disease resistance in rice plants. The rice blast fungus <jats:italic>Pyricularia oryzae</jats:italic> (syn. <jats:italic>Magnaporthe oryzae</jats:italic>) has been reported to metabolize <jats:bold>1</jats:bold> to lower its antifungal activity. Here, two flavanones, sternbin (<jats:bold>2</jats:bold>) and naringenin (<jats:bold>3</jats:bold>), were identified as metabolites of <jats:bold>1</jats:bold> in <jats:italic>P</jats:italic>. <jats:italic>oryzae</jats:italic> suspension culture by liquid chromatography tandem mass spectrometry (<jats:styled-content style="fixed-case">LC</jats:styled-content>/<jats:styled-content style="fixed-case">MS</jats:styled-content>/<jats:styled-content style="fixed-case">MS</jats:styled-content>). The inhibition of <jats:bold>1</jats:bold>,<jats:bold> 2</jats:bold>, and <jats:bold>3</jats:bold> on <jats:italic>P</jats:italic>. <jats:italic>oryzae</jats:italic> mycelial growth were 45%, 19%, and 19%, respectively, at a concentration of 100 μ<jats:sc>m</jats:sc>. Thus, <jats:bold>2</jats:bold> and <jats:bold>3</jats:bold> are detoxified metabolites of <jats:bold>1</jats:bold> by <jats:italic>P</jats:italic>. <jats:italic>oryzae</jats:italic>.</jats:p>

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