Click Chemistry Approach for the Synthesis of triazole-based aminoglycerol derivatives as novel lead compounds useful in antiviral drug discovery

Over the years, the click chemistry has been recognised as an important synthetic tool useful in the area of the drug discovery, due to it allows to easily generate biologically active molecules, mainly heterocyclic ones.1 Among them, triazole could be considered a privileged structure, widely present in different compounds characterized by several biological activities: antiviral, antibacterial, anticancer, among others. In this work, a new small set of 1,2,3-triazole derivatives from 3-amino-1,2-propanediol was designed and synthesized in order to obtain new potential antiviral compounds against Adenovirus, a pathogen associated to severe infections with significant mortality in immunosuppressed patients as well as healthy individuals. The introduction of 1,2,3-triazole nucleus (1,4-adduct) was performed employing the copper(I)-catalysed alkyne-azide 1,3-dipolar cycloaddition (CuAAC) reaction, the most used “click” reaction to obtain 1,2,3-triazoles, due to its reliability and regiospecificity.3 A preliminary in vitro assay was performed to evaluate the antiviral properties of new synthesized compounds. Some of them showed a moderate inhibitory activity becoming suitable lead compounds for further modifications on triazole moiety and the development of new potential antiadenovirus agents