This Master's degree research project has as its main target the proposal of a new synthetic approach for the preparation of a class of anti-inflammatory substances, which were previously synthesized in our laboratory. Based on Morita-Baylis-Hillman adducts, we developed a synthetic strategy that allowed the synthesis of a small series of compounds presenting a very promising anti-inflammatory activity (fully demonstrated by in vitro and in vivo essays). However, the established sequence is long (8 steps) and used as key-step a coupling reaction mediated by rhodium, which is highly sensitive to the nature of the substrate. Due to the excellent anti-inflammatory profile of these compounds, we therefore decided to re-visit this work aiming at proposing a new, general and simple synthetic strategy, which will allow not only the synthesis of a library of compounds, but also a more detailed study of the biological mechanism of action of these compounds.
News published in Agência FAPESP Newsletter about the scholarship: