55 セネシオ族植物の大環状ピロリチジンアルカロイドに関する研究 : 2,3の新アルカロイドの構造と変換

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In the course of the studies on carcinogenic pyrrolizidine alkaloids in Compositae plants, we examined the constituents of four species, Ligularia japonica, Ligularia dentata, Senecio pierotii and Senecio cannabifolius in the Senecioneae and isolated thirteen pyrrolizidine alkaloids containing five new alkaloids, ligularidine(9), neoligularidine(10), ligularizine(12), ligularinine(14) and senecicannabine(17). The structures of (9), (10) and (12), isolated from Ligularia dentata, were decided by the spectral analysis and the chemical correlation with clivorine(8). The structure of (14), isolated from Ligularia dentata, was determined by comparison of the spectral data with those of platyphlline(4). The structure of (17), isolated from Senecio cannabifolius, was established by chemical study and X-ray analysis. The successful transformation of (1) to (5) and (6), (15) to (17), and (16) to (17) using performic acid were also carried out. From the chemotaxonomical and biosynthetical viewpoints, the authors are interested in the presence of (8), (9), (10), (12) and (14) having 12S in Ligularia dentata in comparison with (3), (4) and (5) having 12R in Ligularia japonica.
1982-09-10