Broad-Spectrum Antimicrobial Polycarbonate Hydrogels with Fast Degradability

In this study, a new family of broad-spectrum antimicrobial polycarbonate hydrogels has been successfully synthesized and characterized. Tertiary amine-containing eight-membered monofunctional and difunctional cyclic carbonates were synthesized, and chemically cross-linked polycarbonate hydrogels we...

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Bibliographic Details
Published in:Biomacromolecules 2015-04, Vol.16 (4), p.1169-1178
Main Authors: Pascual, Ana, Tan, Jeremy P. K, Yuen, Alex, Chan, Julian M. W, Coady, Daniel J, Mecerreyes, David, Hedrick, James L, Yang, Yi Yan, Sardon, Haritz
Format: Article
Language:English
Subjects:
Animals
Anti-Infective Agents - chemical synthesis
Anti-Infective Agents - chemistry
Anti-Infective Agents - pharmacology
Biodegradable Plastics - chemical synthesis
Biodegradable Plastics - chemistry
Biodegradable Plastics - pharmacology
Candida albicans - drug effects
Erythrocytes - drug effects
Escherichia coli - drug effects
HEK293 Cells
Humans
Hydrogels - chemical synthesis
Hydrogels - chemistry
Hydrogels - pharmacology
Polycarboxylate Cement - chemistry
Polyethylene Glycols - chemistry
Polymerization
Pseudomonas aeruginosa - drug effects
Rats
Staphylococcus aureus - drug effects
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Summary:In this study, a new family of broad-spectrum antimicrobial polycarbonate hydrogels has been successfully synthesized and characterized. Tertiary amine-containing eight-membered monofunctional and difunctional cyclic carbonates were synthesized, and chemically cross-linked polycarbonate hydrogels were obtained by copolymerizing these monomers with a poly­(ethylene glycol)-based bifunctional initiator via organocatalyzed ring-opening polymerization using 1,8-diazabicyclo[5.4.0]­undec-7-ene catalyst. The gels were quaternized using methyl iodide to confer antimicrobial properties. Stable hydrogels were obtained only when the bifunctional monomer concentration was equal to or higher than 12 mol %. In vitro antimicrobial studies revealed that all quaternized hydrogels exhibited broad-spectrum antimicrobial activity against Staphylococcus aureus (Gram-positive), Escherichia coli (Gram-negative), Pseudomonas aeruginosa (Gram-negative), and Candida albicans (fungus), while the antimicrobial activity of the nonquaternized hydrogels was negligible. Moreover, the gels showed fast degradation at room temperature (4–6 days), which makes them ideal candidates for wound healing and implantable biomaterials.
ISSN:1525-7797
1526-4602
DOI:10.1021/bm501836z