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Advisor(s)
Abstract(s)
Catalysis is one of the cornerstones of our present economy and society and the formation of value-added products is many times directly dependent on catalytic technologies. Nowadays, there is a growing need for development of green strategies involving clean organic reactions, which do not use harmful organic solvents and toxic reagents. Amongst the many options available for a synthetic organic chemist, biocatalysis has emerged as one approach with an excellent potential. Enzyme-catalyzed reactions offer a number of advantages compared to the traditional chemistry-catalyzed reactions and biocatalytic methods impart a “greener” character to the synthesis. Laccases (EC1.10.3.2, p-diphenol:dioxygen oxidoreductases) are multicopper oxidoreductive enzymes which have proven to be versatile and highly/efficient biocatalyst for the synthesis of different value-added chemicals and pharmaceuticals.1
A large number of 1,2-naphthoquinones derivatives have been reported to show antitumor activities by inhibit on of multiple enzymes.2 In addition to their anticancer properties, the naphthoquinone framework has significance in the development of new substances with promising biological activities in other diseases like neurodegenerative and viral diseases.3 The formation of naphthoquinone frameworks is quit-well documented and reported methods include various approaches using organic solvents and different chemical oxidants.4 In this context it is still a challenge to
explore alternative and more sustainable synthetic routes for these compounds. As a part of our going research program for exploring the catalytic properties of CotA-laccase, a bacterial laccase isolated from the Bacillus subtilis, we describe in the present communication a practical and simple oxidative CotA-laccase mediated eco-friendly method to obtain 1,2-naphthoquinones derivatives using mild aqueous conditions and O2 as oxidant. All compounds were isolated in good yields and fully characterized by FTIR, NMR and ESI techniques.
Description
Keywords
Naphtoquinones CotA-laccase
Citation
SOUSA, Ana Catarina; [et al] - Biocatalytic synthesis of 1,2-naphtoquinones derivatives mediated by CotA-laccase. In International Symposium on Synthesis & Catalysis 2017 (2017), Évora, Portugal. P.1.