40 五味子の新dibenzocyclooctadiene型リグナンの構造と反応

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概要

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• Three new dibenzocyclooctadiene lignans, epigomisin O(1), gomisin E(7) and angeloylgomisin Q(26), were isolated from the fruits of Schizandra chinensis BAILL.(Schizandraceae), which are used as an antitussive and a tonic under the names of "Hoku-gomisi" in Japan and "Wu-wei-zi" in China. 1) The structure of epigomisin O(1) was elucidated by correlation with known lignans, gomisins O(2) and N(4). 2) Oxidation of 4 with KMnO_4 in a mixture of 2% NaOH and pyridine gave compounds 3 and 5. Further oxidation of 3 with KMnO_4 gave 5. Reduction of 5 with NaBH_4 afforded deangeloylgomisin B(6). The structure of gomisin E(7) was elucidated by the same reaction to correlate with a known lignan, gomisin D(8). 3) The cleavage of the methylenedioxy group on the aromatic ring with Pb(OAc)_4 in dry benzene into diphenol was studied(19-22→19b-22b). The structure of angeloylgomisin Q(26) was elucidated by the use of the above reaction to correlate with 6.

• 天然有機化合物討論会の論文
• 1979-09-20

著者

• 田口 平八郎

  Tsumura Central Research Laboratories Tsumura & Co.

• 吉岡 一郎

  Tsumura Laboratory

• 池谷 幸信

  武蔵野大学薬学部薬学研究所

• 池谷 幸信

  津村研究所

• 池谷 幸信

  (株)ツムラ中央研究所

• 池谷 幸信

  生物・化学研究所

• 池谷 幸信

  Tsumura Central Research Laboratories Tsumura & Co.

• Ikeya Y

  Tsumura Central Research Laboratories Tsumura & Co.

• 田口 平八郎

  津村・研

• 池谷 幸信

  津村・研

• 吉岡 一郎

  津村・研

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