Abstract
The chemo-enzymatic synthesis and the evaluation of radical scavenger performance of resveratrol-related dimers with antioxidative power have been investigated. The dimeric compounds, containing the benzo[b]furan framework, were prepared via an oxidative dimerization catalyzed by a laccase from Trametes versicolor, followed by a treatment with the organic oxidant DDQ. This methodology can be useful for the synthesis of various 2,3-diarylbenzo[b]furans derivates, a class of compound that exhibits a wide range of biological activities.
Highlights
Plant derived polyphenols have attracted a great deal of interest in recent years, because of their possible benefits on human health.[1]Stilbenoids are an important class of phenolic phytoalexins found in a number of plant families, including Vitaceae
A few years ago we have described the synthesis of a resveratrol dimer and of some new dimeric hydroxystilbenes by an approach that combines the application of chemical C-C bond coupling reactions and oxidoreductases,[20] that is the ligation of phenols and aromatic carboxylic acids to give hydroxystilbenes followed
Looking for an improved reaction protocol, it was found that the best conditions for the synthesis of these compounds were based on the use of the commercially available laccase from Trametes versicolor in a mildly shaken biphasic system made of an organic phase containing the substrate and a water phase containing the enzyme
Summary
Fonts or abstract dimensions should not be changed or altered. Leave this area blank for abstract info. Dimers containing the benzo[b]furan framework and evaluation of their radical scavenger activities. Elisa Beneventi,a,b Silvia Conte,a,b Maria Rita Cramarossa,a Sergio Riva,b* Luca Fortia* a Dipartimento di Chimica, Università di Modena e Reggio Emilia, Via Campi 183, 41100 Modena, Italy b Istituto di Chimica del Riconoscimento Molecolare, CNR, Via Mario Bianco 9, 20131 Milano, Italy. Chemo-enzymatic synthesis of new resveratrol-related dimers containing the benzo[b]furan framework and evaluation of their radical scavenger activities. Elisa Beneventia,b, Silvia Contea,b, Maria Rita Cramarossaa, Sergio Rivab , Luca Fortia a Dipartimento di Scienze della Vita, Via G. Campi 183, 41125 Modena, Italy b Istituto di Chimica del Riconoscimento Molecolare, CNR, Via Mario Bianco 9, 20131 Milano, Italy
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