10 ホウライカヅラアルカロイド類の絶対配置について

概要

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Recently, we isolated four new indolic alkaloids-Gardneramine, Gardnerine(I), Gardnutine(II) and Hydroxygardnutine(III)-from Gardneria nutans Sieb. et Zucc. (Loganiaceae) and elucidated structures of (I), (II), (III) on the basis of chemical correlation with each other. Now, in order to clarify the absolute configuration of Gardnerine(I), attempts to interrelate Gardnerine(I) to Ajmaline, whose absolute configuration was already established, were accomplished successfully in two different routes-namely A and B route respectively. Gardnerine(I) and Ajmaline afford (X) under the A route which was shown in the chart 4 and 5. On the other hand, Gardnerine(I) and Isoajmaline afford (XXII) under the B route which was shown in the chart 6 and 7. Thus the structure and the absolute configuration of Gardnerine (I) was established with the exception of the geometry of the ethylidene group.
天然有機化合物討論会の論文
1968-09-20