The microbiological transformation of two 15beta-hydroxy-ent-kaurene diterpenes by Gibberella fujikuroi.

@article{Fraga2004TheMT,
  title={The microbiological transformation of two 15beta-hydroxy-ent-kaurene diterpenes by Gibberella fujikuroi.},
  author={Braulio M. Fraga and Ricardo Guillermo and Melchor G. Hern{\'a}ndez},
  journal={Journal of natural products},
  year={2004},
  volume={67 1},
  pages={
          64-9
        }
}
The incubation of 15beta-hydroxy-3-oxo-ent-kaur-16-ene (1) with the fungus Gibberella fujikuroi afforded 11beta-hydroxy-3,15-dioxo-ent-kaurane (6), 11beta,15beta-dihydroxy-3-oxo-ent-kaur-16-ene (8), 7beta,11beta,15beta-trihydroxy-3-oxo-ent-kaur-16-ene (9), 7alpha,11beta-dihydroxy-3,15-dioxo-ent-kaurane (7), and 7alpha,11beta,15beta-trihydroxy-3-oxo-ent-kaur-16-ene (10). The incubation of 15beta-hydroxy-ent-kaur-2,16-diene (3) with the same fungus yielded 7alpha,11beta-dihydroxy-15-oxo-ent-kaur… 
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References

Chemical Constituents of Hepaticae
It is the major object of this review to present the presently known naturally occurring terpenoids and aromatic compounds of the Hepaticae. Furthermore, the biological activity of the isolated…