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Issue 4, 2010
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Antimicrobial polysiloxane polymers and coatings containing pendant levofloxacin

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Abstract

A broad-spectrumantimicrobial drug, levofloxacin, was successfully incorporated into a siloxane coating by covalent attachment. First, an epoxy-functional poly(dimethylsiloxane) (Ep-PDMS) was synthesized by platinum-catalyzed hydrosilylation using poly(methylhydro-co-dimethyl)siloxane and allyl glycidyl ether. Next, levofloxacin was reacted with Ep-PDMS using a stoichiometric excess of epoxy groups relative to levofloxacin to produce a siloxanecopolymer containing both pendant levofloxacin and epoxy moieties (levo-Ep-PDMS). Since attachment (i.e. tethering) of levofloxacin occurred via ring-opening of epoxy groups by the carboxylic acidgroup of levofloxacin, the tether produced was an ester-functional tether. Crosslinked surface coatings were produced by solution blending the polymer with diethylenetriamine as a crosslinker. Compared to a control coating produced by simply blending levofloxacin into a polysiloxane, the coating containing tethered levofloxacin moieties displayed a uniform distribution of levofloxacin, higher initial kill, and sustained antimicrobial surface activity.

Graphical abstract: Antimicrobial polysiloxane polymers and coatings containing pendant levofloxacin

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Article information


Submitted
20 Oct 2009
Accepted
28 Dec 2009
First published
28 Jan 2010

Polym. Chem., 2010,1, 442-452
Article type
Paper

Antimicrobial polysiloxane polymers and coatings containing pendant levofloxacin

A. Kugel, B. Chisholm, S. Ebert, M. Jepperson, L. Jarabek and S. Stafslien, Polym. Chem., 2010, 1, 442
DOI: 10.1039/B9PY00309F

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