International Journal of Applied Microbiology and Biotechnology Research
ISSN: 2053-1818
Vol. 4(1), pp. 1-6, January 2016



Conversion of (-)-ambroxide by whole cells of Fusarium verticillioides (Hypocreales, Nectriaceae)

Bustos Crescentino, D.1*, Pacciaroni, A.2, Bustos, D. A.1 and Sosa, V.2

1Instituto de Ciencias Básicas, Universidad Nacional de San Juan (UNSJ), San Juan, Argentina.
2Deparftamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba (UNC), Instituto Multidisciplinario de Biología Botánica Vegetal (CONICET-UNC), Córdoba, Argentina.

*To whom correspondence should be addressed. E-mail: licbiodani@yahoo.com.ar.

Received 06 November, 2015; Received in revised form 09 December, 2015; Accepted 15 December, 2015.

Abstract


Keywords:
Biotransformation, 3β-hydroxiambroxide, 1β-hydroxiambroxide, 6β-hyidroxiambroxide, Antioxidant activity, Cytotoxicity.


In recent years, the growing attention on the field of biotransformations has positioned it as one of the most promising research areas. A main reason for this interest lies on the fact that organic chemists regard it a very useful tool for functionalizing organic compounds, with many potential applications in the manufacturing of useful products in various industrial processes. This methodology is highly relevant because it allows to easily introduce a functional group into a non-reactive carbon, both regio- and stereoselectively, in bio-friendly conditions, while avoiding environmental pollution. In addition, the use of whole cells of pathogenic fungi as an enzyme source is a very interesting approach because of the large number of genera and species that can therewith be formed, as well as by the ample range of enzymatic processes that can be achieved with them. This article reports on the microbial transformation of (-)-ambroxide (1) made with enzymes found in whole cells of Fusarium verticillioides, a phytopathogenic fungus. Besides, the bioactivity of the starting compound and those of the obtained products are analyzed and contrasted. Biotransformation of 1 with F. verticillioides on potato dextrose broth, gave three metabolites: 3β-hydroxiambroxide (2), 1β-hydroxiambroxide (3) and 6β-hydroxiambroxide (4). In the evaluation of antioxidant activity assay conducted with the DPPH method, compound 4 proved to be more active than the starting compound. On the other hand when cytotoxic activity was tested using Artemia persimilis lethality assay, all metabolites showed lower cytotoxicity than that of the starting substrate.

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