Biohydroxylation of (-)-Ambrox registered , (-)-Sclareol, and (+)-Sclareolide by Whole Cells of Brazilian Marine-Derived Fungi

A screening was performed using nine marine-derived fungi as biocatalysts and the natural products (-)-ambrox registered (1), (-)-sclareol (2), and (+)-sclareolide (3) in order to select the microorganisms able to catalyze the biooxidation of these compounds. It was observed that only the Aspergillu...

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Published in:Marine biotechnology (New York, N.Y.) Vol. 17; no. 2; pp. 211 - 218
Main Authors: Martins, Mariana P, Ouazzani, Jamal, Arcile, Guillaume, Jeller, Alex H, Lima, Joao PF, Seleghim, Mirna HR, Oliveira, Ana Ligia L, Debonsi, Hosana M, Venancio, Tiago, Yokoya, Nair S, Fujii, Mutue T, Porto, Andre LM
Format: Journal Article
Language:English
Published: 01-04-2015
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Summary:A screening was performed using nine marine-derived fungi as biocatalysts and the natural products (-)-ambrox registered (1), (-)-sclareol (2), and (+)-sclareolide (3) in order to select the microorganisms able to catalyze the biooxidation of these compounds. It was observed that only the Aspergillus sydowii CBMAI 934, Botryosphaeria sp., Eutypella sp., and Xylaria sp. presented active oxidoreductases and catalyzed the regioselective hydroxylation in the natural products. The hydroxylated metabolites obtained were 1 beta -hydroxy-ambrox (1a) (14 %, A. sydowii CBMAI 934); 3 beta -hydroxy-ambrox (1b) (17 %, Botryosphaeria sp.; 11 %, Eutypella sp.); 3 beta -hydroxy-sclareol (2a) (31 %, Xylaria sp.; 69 %, Botryosphaeria sp.; 55 %, Eutypella sp.); 18-hydroxy-sclareol (2b) (10 %, Xylaria sp.); and 3 beta -hydroxy-sclareolide (3a) (34 %, Botryosphaeria sp.; 7 %, Eutypella sp.). This is the first report of biohydroxylation of (-)-ambrox registered (1), (-)-sclareol (2), and (+)-sclareolide (3) by whole mycelia of marine-derived fungi.
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ISSN:1436-2228
1436-2236
DOI:10.1007/s10126-015-9610-7