Biohydroxylation of (-)-ambrox®, (-)-sclareol, and (+)-sclareolide by whole cells of brazilian marine-derived fungi
| Autor: | Alex Haroldo Jeller, Mutue T. Fujii, Mariana Provedel Martins, Jamal Ouazzani, Ana Ligia Leandrini de Oliveira, Tiago Venâncio, Mirna Helena Regali Seleghim, Guillaume Arcile, Nair S. Yokoya, Hosana Maria Debonsi, André Luiz Meleiro Porto, João Pedro Freitas de Lima |
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| Přispěvatelé: | Brunet, Jocelyne, Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC) |
| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: |
Stereochemistry
Xylaria Naphthalenes Hydroxylation 010402 general chemistry 01 natural sciences Applied Microbiology and Biotechnology Catalysis chemistry.chemical_compound Botany [CHIM] Chemical Sciences Animals [CHIM]Chemical Sciences Aspergillus sydowii BIOTRANSFORMAÇÃO Furans Atlantic Ocean Botryosphaeria Biotransformation Mycelium Biological Products Molecular Structure biology 010405 organic chemistry Sclareol Eutypella Penicillium Sclareolide biology.organism_classification Porifera 0104 chemical sciences Aspergillus chemistry Diterpenes Oxidation-Reduction Brazil |
| Zdroj: | Marine Biotechnology Marine Biotechnology, Springer Verlag, 2015, 17 (2), pp.211-218 Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual) Universidade de São Paulo (USP) instacron:USP |
| ISSN: | 1436-2228 1436-2236 |
| Popis: | International audience; A screening was performed using nine marine-derived fungi as biocatalysts and the natural products (-)-ambrox® (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 1β-hydroxy-ambrox (1a) (14 %, A. sydowii CBMAI 934); 3β-hydroxy-ambrox (1b) (17 %, Botryosphaeria sp.; 11 %, Eutypella sp.); 3β-hydroxy-sclareol (2a) (31 %, Xylaria sp.; 69 %, Botryosphaeria sp.; 55 %, Eutypella sp.); 18-hydroxy-sclareol (2b) (10 %, Xylaria sp.); and 3β-hydroxy-sclareolide (3a) (34 %, Botryosphaeria sp.; 7 %, Eutypella sp.). This is the first report of biohydroxylation of (-)-ambrox® (1), (-)-sclareol (2), and (+)-sclareolide (3) by whole mycelia of marine-derived fungi. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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