Antibiotics, prescribed to treat bacterial infections, are typically administered orally or intravenously over the course of days to weeks. These routes of administration result in both high systemic concentration of the drug, and require multiple, strictly timed doses to remain within the therapeutic window. This project aims to develop a polymer-based drug delivery system that would not only allow for administration of fewer or even a single dose of antibiotics, but would also provide a feasible site-specific method of administration. Antibiotics have been covalently incorporated into polymer delivery systems via a Reversible Addition-Fragmentation Chain-Transfer (RAFT) polymerization strategy. These polymeric systems show controllable antibiotic release profiles and have also successfully demonstrated integrated receptor-mediated targeting for intracellular delivery. In this project, kanamycin, an aminoglycoside antibiotic for treatment of gram-negative bacteria, will be polymerized using a Ring Opening Metathesis Polymerization (ROMP) method as ROMP polymers have previously been used in successful polymer drug delivery systems. Kanamycin will be conjugated to a substituted norbornene-based monomer by a hydrolysable ester bond to facilitate controlled drug release. It is expected that subsequent polymerization by the ROMP method will result in high MWD, low PDI polymers that will facilitate predictable drug release profiles.

Synthesis of kanamycin ROMP polymers for site-specific drug delivery

253rd National Meeting (2017)

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