Biotransformation of dehydro-epi-androsterone by Aspergillus parasiticus: Metabolic evidences of BVMO activity
Artículo
Autoría:
MASCOTTI, MARIA LAURA ; PALAZZOLO, MARTIN ALEJANDRO ; BISOGNO, FABRICIO ROMAN ; KURINA SANZ, MARCELA BEATRIZFecha:
2016Editorial y Lugar de Edición:
Elsevier Science IncRevista:
STEROIDS, vol. 109 (pp. 44-49) Elsevier Science IncResumen
The research on the synthesis of steroids and its derivatives is of high interest due to their clinical applications. A particular focus is given to molecules bearing a D-ring lactone like testolactone because of its bioactivity. The Aspergillus genus has been used to perform steroid biotransformations since it offers a toolbox of redox enzymes. In this work, the use of growing cells of Aspergillus parasiticus to study the bioconversion of dehydro-epi-androsterone (DHEA) is described, emphasizing the metabolic steps leading to D-ring lactonization products. It was observed that A. parasiticus is not only capable of transforming bicyclo[3.2.0]hept-2-en-6-one, the standard Baeyer-Villiger monooxygenase (BVMO) substrate, but also yielded testololactone and the homo-lactone 3?-hydroxy-17a-oxa-d-homoandrost-5-en-17-one from DHEA. Moreover, the biocatalyst degraded the lateral chain of cortisone by an oxidative route suggesting the action of a BVMO, thus providing enough metabolic evidences denoting the presence of BVMO activity in A. parasiticus. Furthermore, since excellent biotransformation rates were observed, A. parasiticus is a promising candidate for the production of bioactive lactone-based compounds of steroidal origin in larger scales.Palabras Clave
BAEYER-VILLIGER MONOOXYGENASESTEROIDSASPERGILLUS PARASITICUSDEHYDRO-EPI-ANDROSTERONECORTISONEBIOTRANSFORMATION