65 Amorpha fruticosaより得られる新規ロテノイドの化学的研究(ポスター発表の部)

概要

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To search for possible anti-tumor-promoters, we carried out an investigation on the leaves of Amorpha fruticosa L. (Leguminosae). The crude extracts of this plant showed strong inhibitory activity on Epstein-Barr virus early antigen (EBV-EA) activation induced by TPA, a well-known tumor promoter. The novel spironone type rotenoid, amorphispironone (1), was isolated from the active fractions of n-hexane and dichloromethane extracts together with four known rotenoids, tephrosin (2), amorphigenin (3), 12a-hydroxyamorphigenin (4) and 12a-hydroxydalpanol (5). In these rotenoids, 1 and 2 exhibited the strong inhibitory effects on the two-stage carcinogenesis test in vivo. The structure of 1 was elucidated by 2D-NMR (^1H-^1H, ^1H-^<13>C, ^1H-^<13>C long range COSY) spectra and difference NOE experiments. Further, the chemical conversion of 1 to known rotenoids with p-toluenesulfonic acid and camphorsulfonic acid was carried out to support this structural assignment and to suggest the biogenetic relationship of these rotenoids. Amorphispironone (1) is the first example of spironone type rotenoid from leguminous plants.
天然有機化合物討論会の論文
1992-09-10