48 コンズランゴ皮中の抗腫瘍性配糖体の研究 : アグリコン部の化学変換について

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概要

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• In order to confirm the structure of condurangogenin B (7) which is the aglycone of antitumor active condurango glycoside B_0 (3), hypoiodite reaction of condurangogenin C 3-O-acetate (9) was attempted. A mixture of 9, Pb(OAc)_4, I_2, CaCO_3, and diethyl ether was irradiated under nitrogen using a tungusten lamp. HPLC separation of the reaction products gave three compounds, P-1 (10), P-2 (11), and F-3 (12). The structures of these compounds were determined by spectroscopic data. PMR and MS spectra of P-1 (10) were essentially identical with those of condurangogenin B 3-O-acetate (13). Thus, the ester linkage positions (11-cinnamoyl, 12-acetyl) and the ketal structure of 7 were confirmed. On hypoiodite reaction, P-3 (12) was converted to P-1 (10) quantitatively. Therefore, the configuration at C-20 of P-3 was assigned as S.

• 天然有機化合物討論会の論文
• 1981-09-10

著者

• 三橋 博

  北大薬学部

• 林 紘司

  北大薬

• 高瀬 宗章

  全薬工業

• 寺田 澄男

  全薬工業

• 成田 利晴

  全薬工業

• 木村 雅彦

  Faculty Of Pharmaceutical Sciences Hokkaido University

• 成田 利晴

  Research Laboratory Zenyaku Kogyo Co. Ltd.

• 寺田 澄男

  Central Research Laboratory, Zenyaku Kogyo Co., Ltd.

• 山本 肇

  全薬工業

• 木村 雅彦

  北大薬

• 成田 利晴

  全薬工業・研

• 三橋 博

  Research Institute For Biology & Chemistry Tsumura & Co.

• 三橋 博

  Tsumura Institute For Biology And Chemistry

• 林 紘司

  Tsumura Central Research Laboratories Tsumura & Co.

• 三橋 博

  北大薬学科

• 山本 肇

  Research Laboratory Of Zen-yaku Kogyo Co. Ltd.

• 寺田 澄男

  Central Research Laboratory Zenyaku Kogyo Co. Ltd.

• 高瀬 宗章

  Research Laboratory Zenyaku Kogyo Co. Ltd.

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