Sintesi atropoisomerica e caratterizzazione della lamellarina O

In recent years, pharmacological research has intensified regarding the class of molecules known as lamellarins. Given the interesting properties of lamellarin O, particularly its multidrug resistance reversal activity properties, a study has been initiated with the aim of synthesizing analogs of the compound containing a stereogenic axis. Moreover, this molecule must have groups in its structure capable of forming hydrogen bonds necessary for binding to the protein and must also be stable under human body conditions, namely at 37°C. This thesis therefore focuses on the synthesis and characterization of a derivate of lamellarin O, whose structure presents this chiral axis; specifically, a new synthetic route has been sought that can place a stable chiral axis at position 3 of the pyrrolic ring to obtain an atropoisomer as enantiopure and stable as possible. Characterizations were conducted using HPLC and NMR analyses; a conformational study was also carried out using the DFT.