Click inspired synthesis of hexa and octadecavalent peripheral galactosylated glycodendrimers and their possible therapeutic applications

Abstract

A Cu(i)-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction (CuAAC) has been utilized for the synthesis of novel glycodendrimers containing a rigid hexapropargyloxy benzene centered core with 6- and 18-peripheral β-d-galactopyranosidic units. Structures of the novel glycodendrimers and intermediates were well elucidated using nuclear magnetic resonance and infrared spectroscopies, matrix assisted laser desorption/ionization mass spectrometry, and size-exclusion chromatography. The therapeutic evaluations of the developed glycodendrimers were investigated and they were found to have good potential as anti-bacterial, anti-biofilm, and anti-tumour agents. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019.