Studies on the Constituents of Asclepiadaceae Plants. XLIX. Confirmation of the Structures of Antitumor-active Glycosides in Condurango Cortex. Chemical Transformation of the Aglycone Moiety
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概要
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In order to confirm the structure of condurangogenin B, which is the aglycone of antitumor-active condurango glycoside (CG) B_0,the hypoiodite reaction of condurangogenin C 3-acetate, was carried out. A mixture of condurangogenin C 3-acetate, Pb (OAc)_4,I_2,CaCO_3,and diethyl ether was irradiated under nitrogen using a tungsten lamp. HPLC separation of the reaction products gave three compounds, P-1,P-2,and P-3. The structures of these compounds were determined from the spectroscopic data. The PMR and mass spectra of P-1 were essentially identical with those of condurangogenin B 3-acetate. Thus, the ester linkage positions (11-cinnamoyl, 12-acetyl) and the ketal structure of conduragogenin B were confirmed. As CGD_0,20-O-methyl-CGD_0,and 20-iso-O-methyl-CGD_0 could be converted chemically to CGB_0,these glycosides have the same positions of ester linkages as CGB_0.
- 社団法人日本薬学会の論文
- 1982-07-25
著者
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三橋 博
Faculty of Pharmaceutical Sciences, Hokkaido University
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林 紘司
Faculty of Pharmaceutical Sciences, Hokkaido University
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高瀬 宗章
Research Laboratory of Zen-Yaku Kogyo Co., Ltd.
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寺田 澄男
Research Laboratory of Zen-Yaku Kogyo Co., Ltd.
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成田 利晴
Research Laboratory of Zen-Yaku Kogyo Co., Ltd.
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木村 雅彦
Faculty Of Pharmaceutical Sciences Hokkaido University
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成田 利晴
Research Laboratory Zenyaku Kogyo Co. Ltd.
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寺田 澄男
Central Research Laboratory, Zenyaku Kogyo Co., Ltd.
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山本 肇
Research Laboratory of Zen-Yaku Kogyo Co., Ltd.
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三橋 博
Research Institute For Biology & Chemistry Tsumura & Co.
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三橋 博
Tsumura Institute For Biology And Chemistry
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三橋 博
Faculty Of Pharmaceutical Sciences Hokkaido University
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林 紘司
Tsumura Central Research Laboratories Tsumura & Co.
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山本 肇
Research Laboratory Of Zen-yaku Kogyo Co. Ltd.
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寺田 澄男
Central Research Laboratory Zenyaku Kogyo Co. Ltd.
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山本 肇
Research Laboratories Maruko Pharmaceutical Co. Ltd.
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高瀬 宗章
Research Laboratory Zenyaku Kogyo Co. Ltd.
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林 紘司
Faculty Of Pharmaceutical Sciences Hokkaido University
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