Biotransformation of 3,gama, gama-dimethylalil-p-coummaric acid by Aspergillus terreus

SANCHEZ C; BISOGNO; FERRARI MM; GIORDANO OS; KURINA SANZ MB

Potrero de los Funes San luis Argentina

Congreso; XXIV REUNIÓN CIENTÍFICA ANUAL DE LA SOCIEDAD DE BIOLOGÍA DE CUYO; 2006

Sociedad de Biología de Cuyo

92   Biotransformation of 3,g,g-dimethylalil-p-coummaric acid by Aspergillus terreus C. Sánchez, F. Bisogno, M. Ferrari, O. Giordano y M. Kurina INTEQUI-CONICET. Fac. Qca, Bqca y Fcia, UNSL. Chacabuco y Pedernera. 5700. San Luis. E-mail: mkurina@unsl.edu.ar   3-g,g-(dimethylalil)-p-cumaric acid, isolated from Baccharis grisebachii (Asteraceae) an endemic specie of Cuyo region, is an attractive metabolite due to its activity toward insects. So, the preparation of new derivatives from the mentioned phenylpropanoid is an interesting task in order to study structure-bioactivity correlations. Biocatalysis is an alternative to perform stereo and regioselective bioreactions difficult to assess by chemical methods. Enzymes from microorganisms constitute appropriate tools since they accept xenobiotics as substrates. A growing cell biotransformation procedure was performed by using Aspergillus terreus cultures. Biotransformation was daily followed by TLC, and after eight days, the product was extracted from the fermentation broth with ethyl acetate. The organic layers were concentred and subjected to TLC prep. furnishing a chromane derivative as a sole biotransformation product. This process constitutes an excellent example of green chemistry since the p-cumaric acid derivative was completely metabolized into only one more polar compound by in an environmentally friendly process.