Structural elucidation and chemical conversion of amorphispironone, a novel spironone from Amorpha fruticosa, to rotenoids

Article abstract of DOI:10.1248/cpb.41.187

To search for possible antitumor promoters, we carried out an investigation of the leaves of Amorpha fruticosa L. (Leguminosae). The novel spironone type rotenoid, amorphispironone (1), was isolated together with four known rotenoids, tephrosin (2), amorphigenin (3), 12a-hydroxyamorphigenin (4) and 12a-hydroxydalpanol (5). Some of these compounds were inhibitors of Epstein-Barr virus early antigen activation induced by 12-O-tetradecanoylphorbol-13-acetate. The structure of 1 was determined from 2D-NMR spectral data and difference NOE experiments. Amorphispironone (1) was also converted to known rotenoids in order to confirm the proposed structure.

Full text of DOI:10.1248/cpb.41.187

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