Polymeric systems containing dual biologically active ions

This paper reports the synthesis and characterization of dual functional polymerizable salts containing quaternary ammonium cations ionically linked to non steroidal anti-inflammatory drugs (NSAIDs), and their polymers and copolymeric systems obtained with acrylic monomers of different hydrophilicity, e.g. methyl methacrylate and 2-hydroxyethyl methacrylate. NSAIDs used were meclofenamic acid, ketoprofen and ibuprofen. Sustained release of the NSAID from polymeric and copolymeric samples was observed over a period of 10 days and the hydrophobic/hydrophilic character of both the polymeric system and the drug played a role in the release behaviour. The antimicrobial activity of dual functional monomeric and polymeric derivatives was confirmed against Gram-positive and Gram-negative bacteria and polymeric compounds presented higher bactericidal action than the precursory monomers. The extracts of copolymeric samples had anti-inflammatory activity in a nitric oxide inhibitory assay on RAW 264.7 cells and they produced a NO inhibition around 80% within the first seven days.

Graphical abstractPolymeric systems with dual functionality possess quaternary ammonium groups that confer antimicrobial activity, and anti-inflammatory action due to ionically linked NSAID anions.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Dual functional biologically active acrylic systems bearing quaternary ammonium salts ionically linked to non steroidal anti-inflammatory drugs (NSAIDs) have been developed. ► The systems possess antibacterial activity and the NSAID released presented anti-inflammatory activity in a nitric oxide inhibitory assay. ► The systems have potential to be used in the fabrication or modification of implant devices, in particular for application in ocular contact lenses and intraocular lenses with functionality and bioactivity.