Design and Synthesis of novel amphiphilic Guanosine-based Nucleolipids

We here describe the preparation of a small library of amphiphilic guanosine derivatives, functionalized with fatty acids or lipid derivatives at the 2’ and 3’-OH moieties and incorporating different hydrophilic group at the 5’-OH position, starting from a common key intermediate through simple and high yielding manipulations. Most derivatives have showed peculiar gelling abilities in polar solvents, as methanol, ethanol and acetonitrile. Detailed characterization of their structural and self-aggregation properties, and of their biological activity, either in the presence or in the absence of metal cations, is currently underway in our laboratories.