Epi-neoverrucosane- and epi-homoverrucosane-type diterpenoids from Fossombronia alaskana
1997
Grammes, C. | Burkhardt, G. | Veith, M. | Huch, V. | Becker, H.
Fossombronia alaskana, a rare arctic liverwort, was axenically cultured. Phytochemical investigation of the gametophytes afforded five new epi-neoverrucosane-type diterpenoids (5-oxo-epi-neoverrucosane, 13-hydroxy-5-oxo-epi-neoverrucosane, 8 alpha-acetoxy-13-hydroxy-5-oxo-epi-neoverrucosane, 8 alpha, 16-diacetoxy-13-hydroxy-5-oxo-epi-neoverrucosane and 8 alpha,13-dihydroxy-5-oxo-epi-neoverrucosane) together with the previously known 5 beta-hydroxy-epi-neoverrucosane. The overall number of natural products with the epi-neoverrucosane skeleton is now seven. In addition, the new homoverrucosane-type diterpene 5,18-dihydroxy-epi-homoverrucosane was isolated. The structures were elucidated by X-ray crystallography (5-oxo-epi-neoverrucosane), two-dimensional NMR spectroscopy and chemical degradation, resulting in some unsaturated epi-neoverrucosane structures.
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