Synthesis of Both Enantiomers of Altholactone, Isoaltholactone and 5-Hydroxygoniothalamin from Tri-<i>O</i>-acetyl-D-glucal, and Their Biological Activities

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  • HIRATATE Akira
    Department of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University
  • KIYOTA Hiromasa
    Department of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University
  • NOSHITA Toshiro
    Department of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University
  • TAKEUCHI Ryo
    Department of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University
  • ORITANI Takayuki
    Department of Applied Bioorganic Chemistry, Division of Life Science, Graduate School of Agricultural Science, Tohoku University

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Other Title
  • トリ-<i>O</i>-アセチル-D-グルカールを出発物質とするアルトラクトン, イソアルトラクトンおよび5-ヒドロキシゴニオタラーン両鏡像体の合成と生物活性
  • Synthesis of Both Enantiomers of Altholactone, Isoaltholactone and 5-Hydroxygoniothalamin from Tri-O-acetyl-D-glucal, and Their Biological Activities

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Abstract

Both enantiomers of altholactone, Isoaltholactone and 5-hydroxygoniothalamin were synthesized from tri-O-acetyl-D-glucal, and biological activities of altholactones were examined. For brine shrimp, the configuration of 3-hydroxy group at convex site was important for lethal activity, while (2S, 3S)-configuration was inhibitory to lettuce germination.

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