Terpenoid-and Phenyl Propanoid-Clycosides Isolated from Leaves of Hiba (Thujopsis dolabrata SEIB. et ZUCC. )

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3種のテルペノイド配糖体および7種のフェニルプロパノイド配糖体はヒバ (<I>Thujopsis dolabrata</I> SEIB. et ZUCC., Asunaro) の葉より単離された。それらの構造は各種スペクトルデータに基づいてvomifoliol 9-<I>O</I>-β-D- glucopyranoside (1), (6<I>R</I>, 7<I>E</I>, 9<I>R</I>) -9-hydroxymegastigma-4, 7-dien-3-one-9-<I>O</I>-β-D-glucopyranoside (2), (2<I>E</I>, 6<I>R</I>) -2,6-dimethyl-2,7-octadien-6-ol-1-<I>O</I>-β-D-glucopyranoside (3), coniferin (4), 2,3-dihydro-2- (4'-α-L-rhamnopyranosyl-3-methoxyphenyl) -3-hydroxymethyl-7-methoxy-5-benzofuran propanol (5), 2,3-dihydro-2- (4'- β-D-glucopyranosyl-3'-methoxyphenyl) -3-hydoxymethyl -7- methoxy-5-benzofuran propanol (6), 2,3-dihydro-2- (4' - β-D-glucopyranosyl-3'-methoxyphenyl) -3-hydroxymethyl-7-hydroxy-5-benzofuran propanol (7), 2,3-dihydro-2- (4'-hydr oxy-3'-methoxyphenyl) -3-hydroxymethyl-7-methoxy-5- (3-<I>O</I>-α-rhamnopyranosylpropan) benzofuran (8), 2,3-dihydro-2- (4' -hy-droxy-3'-methoxyphenyl) -3-hydroxymethyl-7-hydroxy-5- (3-<I>O</I>-α-rhamnopyranosylpropan) benzofuran (9), および 1- (4-hydroxy-3-methoxyphenyl) -2- {2-hydroxy-4- (3-<I>O</I>-α-rhamnopyranosylpropan) phenoxy} propan-1, 3-diol (10) と決定された。<BR>化合物1および3については発芽に対する影響をレタスを用いて検討したが, ほとんど活性を示さなかった。今回の研究で単離された化合物1~10はヒバの葉中から初めて見いだした成分である。

Three terpenoid glycosides and seven phenyl propanoid glycosides were isolated from the leaves of Hiba (<I>Thujopsis dolabrata</I> SEIB. et ZUCC., Asunaro), and their structures were determined based on UV, MS, <SUP>1</SUP>H-NMR and <SUP>13</SUP>C-NMR spectroscopic data. The structures were vomifoliol 9-<I>O</I>-β-D-glucopyranoside (1), (6<I>R</I>, 7<I>E</I>, 9<I>R</I>) -9-hydroxymegastigma-4, 7-dien-3-one-9-<I>O</I>-β-D- glucopyranoside (2), (2<I>E</I>, 6<I>R</I>) -2, 6-dimethyl-2, 7-octadien-6-ol-1-<I>O</I>-β-D-glucopyranoside (3), coniferin (4), 2, 3-dihydro-2- (4'-α-L- rhamnopyranosyl-3-methoxyphenyl) -3-hydroxymethyl-7-methoxy-5-benzofuran propanol (5), 2, 3- dihydro-2- (4' -β-D-glucopyranosyl-3' -methoxyphenyl) -3-hydoxymethyl-7-methoxy-5-benzofuran propanol (6), 2, 3-dihydro-2- (4' -β-D-glucopyranosyl-3' -methoxyphenyl) -3-hydoxymethyl-7-hydroxy-5-benzofuran propanol (7), 2, 3-dihydro-2- (4' -hydroxy-3' -methoxyphenyl) -3-hydroxymethyl-7-methoxy-5- 3-<I>O</I>-α-rhamnopyranosylpropan benzofuran (8), 2, 3-dihydro-2- (4' -hydroxy -3' -methoxyphenyl) -3- hydroxymethyl-7-hydroxy-5- (3-<I>O</I>-α-rhamnopyranosylpropan) benzofuran (9), and 1- (4-hydroxy-3-methoxyphenyl) -2- {2-hydroxy-4- (3-<I>O</I>-α-rhamnopyranosylpropan) phenoxy} propan-1, 3-diol (10). Compounds 1 and 3 were found to have no effect on the germination of lettuce. Compounds 110 were detected in the leaves of Hiba for the first time in this study.

収録刊行物

  • 日本油化学会誌 = Journal of Japan Oil Chemists' Society  

    日本油化学会誌 = Journal of Japan Oil Chemists' Society 46(2), 139-144, 1997-02-20 

    Japan Oil Chemists' Society

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各種コード

  • NII論文ID(NAID)
    10002271805
  • NII書誌ID(NCID)
    AN10512582
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • 雑誌種別
    大学紀要
  • ISSN
    13418327
  • NDL 記事登録ID
    4150532
  • NDL 雑誌分類
    ZP25(科学技術--化学・化学工業--油脂類)
  • NDL 請求記号
    Z17-255
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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