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Eur J Med Chem. 2011 Oct;46(10):4980-91. doi: 10.1016/j.ejmech.2011.08.004. Epub 2011 Aug 23.

Polymeric systems containing dual biologically active ions.

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  • 1Institute of Polymer Science and Technology, CSIC, C/Juan de la Cierva 3, 28006 Madrid, Spain.

Abstract

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.

Copyright © 2011 Elsevier Masson SAS. All rights reserved.

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