14 EBELIN LACTONE形成サポニンの真正サポゲニンについて

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概要

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• Some saponins of Rhamnaceae and Scrophulariaceae plants produce ebelin lactone (7) on acid hydrolysis. As ebelin lactone seems to be an artifact the isolation of the genuine sapogenin of such saponins has been studied. On Smith-de Mayo degradation of jujuboside B, a saponin of the seeds of Zizyphns jujuba and hovenoside G, a saponin of the root-bark of Hovenia dulcis a genu ine sapogenin, jujubogenin, was yielded. The chemical and spectroscopical investigations showed that jujubogenin is represented to be 3β,20-dihydroxy-16β(23), 16β (30)-dioxidodammara-24-ene, and the X-ray analysis of its p-bromo-benzoate revealed the absolute configuration at 20 and 23 as being S and R, respectively. The mechanism of conversion of jujubogenin into ebelin lactone has been elucidated. Bacoside A, a saponin of Bacopa monniera which also produces ebelin lactone along with bacogenin A, on acid hydrolysis has been found to yield jujubogenin and another sapogenin tentatively named sapogenin-O by the Smith-de Mayo reaction. The structure of genuine sapogenin of bacoside A is now beeing studied.

• 天然有機化合物討論会の論文
• 1974-10-01

著者

• 柴田 承二

  Shibata Laboratory of Natural Medicinal Materials

• 河合 賢一

  星薬大

• 飯高 洋一

  東大薬

• 柴田 承二

  東大薬

• 荻原 幸夫

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 荻原 幸夫

  名市大薬生薬

• 秋山 敏行

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 荻原 幸夫

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 飯高 洋一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 飯高 洋一

  西東京科学大学理工学部

• 秋山 敏行

  東大薬

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