Journal
MOLECULES
Volume 22, Issue 6, Pages -Publisher
MDPI AG
DOI: 10.3390/molecules22060868
Keywords
dendrimers; hyperbranched macromolecules; synthesis; click chemistry; bactericide
Funding
- Natural Sciences and Engineering Research Council (NSERC, Canada)
- Fonds de Recherche du Qu'ebec Nature et technologies (FRQNT, QC, Canada)
- Center for Self-assembled Chemical Structures (FQRNT, QC, Canada)
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We report a versatile divergent methodology to construct dendrimers from a tetrafunctional core, utilizing the robust copper(I) catalyzed alkyne-azide cycloaddition (CuAAC, click) reaction for both dendrimer synthesis and post-synthesis functionalization. Dendrimers of generations 1-3 with 8-32 protected or free OH and acetylene surface groups, were synthesized using building blocks that included acetylene-or azide-terminated molecules with carboxylic acid or diol end groups, respectively. The acetylene surface groups were subsequently used to covalently link cationic amino groups. A preliminary evaluation indicated that the generation one dendrimer with terminal NH3 + groups was the most effective bactericide, and it was more potent than several previously studied dendrimers. Our results suggest that size, functional end groups and hydrophilicity are important parameters to consider in designing efficient antimicrobial dendrimers.
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