Abstract

BackgroundThe biotransformation of steroids by fungal biocatalysts has been recognized for many years. There are numerous fungi of the genus Aspergillus which have been shown to transform different steroid substances. The possibility of using filamentous fungi Aspergillus brasiliensis cells in the biotransformation of androsta-1,4-diene-3,17-dione, was evaluated.MethodsThe fungal strain was inoculated into the transformation medium which supplemented with androstadienedione as a substrate and fermentation continued for 5 days. The metabolites were extracted and isolated by thin layer chromatography. The structures of these metabolites were elucidated using 1H-NMR, broadband decoupled 13C-NMR, EI Mass and IR spectroscopies.ResultsThe fermentation yielded one reduced product: 17β-hydroxyandrost-1,4-dien-3-one and two hydroxylated metabolites: 11α-hydroxyandrost-1,4-diene-3,17-dione and 12β-hydroxyandrost-1,4-diene-3,17-dione.ConclusionsThe results obtained in this study show that A. brasiliendsis could be considered as a biocatalyst for producing important derivatives from androstadienedione.

Highlights

  • The biotransformation of steroids by fungal biocatalysts has been recognized for many years

  • There are numerous fungi of the genus Aspergillus including A. wentti, A. niger, A. nidulans, A. ochraceus, A. parasiticus, A. oryzae, A. flavus, A. tamari, A. parasiticus and A. fumigatus which have been used for the biotransformation of many steroids and shown to mediate hydroxylation, oxidation, reduction, double bond formation and epoxidation of various steroid substances [5,6,7]

  • The capability of A. brasiliensis was evaluated for the biotransformation of androsta-1,4-diene-3,17-dione (ADD) as an exogenous substrate

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Summary

Methods

The fungal strain was inoculated into the transformation medium which supplemented with androstadienedione as a substrate and fermentation continued for 5 days. The structures of these metabolites were elucidated using 1H-NMR, broadband decoupled 13C-NMR, EI Mass and IR spectroscopies

Conclusions
Background
Results
Discussion
Conclusion
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