New Triazole Peptidomimetics Synthesis And Biological Activity Research

Triazole group has been widely used as a substitute of the natural peptide band in synthesis of peptidomimetics due to its good biocompatibility and rigidity. Aminoxy acids have also received attention in peptide chemistry and biology because of the novel structure and unique configuration of its oligomers. In this paper, two series of peptidomimetics were designed. The first series of compounds are dipeptidomimetics, wherein one side-chain functionalized amino acid residue was introduced into the backbone (the C-or N-terminal) positions of the other via microwave-assisted CuAAC (Copper Catalysed Azide Alkyne Cycloaddition). The azido and alkynyl amino acid reactants were first prepared and then eight dipeptidomimetics were synthesized and subsequent debenzylation were processed. The enzymatic assay of diabetes and obesity and cancer related drug target protein tyrosine phosphatase (PTPs) preliminarily identified, and then some of these dipeptidomimetics show good inhibitory activity and selectivity. This work would thus provide primary insight into the expeditious and efficient development of a new class of PTPs inhibitors based on the triazole-connected dipeptidomimetics.The second series of compounds are cyclic peptidomimetics constituted by triazole and aminoxy acid residue. The synthetic route was preliminary explored and then operated. The Azido-Acid and Alkyne-Aminoxy building block and some useful intermediates have been successfully synthesized. The construction of the target cyclic peptidomimetics would be further carried out in future work. The cyclic peptidomimetics have potential application in biological activity, molecular recognition and ion transport.