62 植物組織培養による新規インドールアルカロイド類の生産と化学的研究(ポスター発表の部)

概要

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The technology of plant cell suspension cultures to generate useful secondary metabolites was emploied for two medicinal plants originally producing the indole alkaloids. I. Biotransformation of Ajmaline in Plant Cell Cultures of Rauwolfia Serpentina Benth. From the methanol extracts of the plant cell suspension cultures of R. serpentina, which have been cultivated in the alkaloid-production medium after feeding of ajmaline (1), three new indole alkaloids, raumacline (2), N_b-methylraumacline (3), and 19(S)-hydroxy-N_b-methylraumacline (4), were isolated. These structures first elucidated by spectroscopic analysis were unambiguously determined by the chemical synthesis from ajmaline (1). These new compounds are the first examples of the macroline-type indole alkaloids having the trans relationship between C15 and C16 positions. II. Isolation of Novel Indole Alkaloids from Cell Cultures of Aspidosperma Quebracho Blanco Schlecht. From the cell suspension cultures of A. quebracho blanco, two novel monoterpenoid indole alkaloids, aspidochibine (19) and 3-oxo-14,15-dehydrorhazinilam (21), were isolated, though the production amounts of them were very low at this stage. The structure elucidation and the stereochemical analysis were made by mainly 2D NMR technique. Aspidochibine (19), which has a characteristic ten-membered lactone, is a completely new structural class of the quebrachamine series.
天然有機化合物討論会の論文
1991-09-07