Bone and Joint Institute

Title

Covalent drug immobilization in poly(ester amide) nanoparticles for controlled release

Document Type

Article

Publication Date

12-1-2015

Journal

Canadian Journal of Chemical Engineering

Volume

93

Issue

12

First Page

2098

Last Page

2106

URL with Digital Object Identifier

10.1002/cjce.22323

Abstract

© 2015 Canadian Society for Chemical Engineering. The use of polymeric nanoparticles to encapsulate and deliver drug molecules is a promising approach for improving drug properties such as water dispersibility, pharmacokinetics, and selectivity for the in vivo target. Described here is the development of poly(ester amide) (PEA) nanoparticles prepared from PEAs with pendant functional groups that allow for covalent conjugation of the drugs in order to mitigate the undesirable burst release of drug, commonly observed for nanoparticle-based drug delivery systems. Parameters including the surfactant and PEA concentration in an emulsification-evaporation procedure were studied in order to determine conditions for preparing particles with diameters < 200nm. A hydroxyl-functionalized rhodamine derivative, as a model drug, was then conjugated to a PEA having pendant carboxylic acid groups to afford a PEA-rhodamine conjugate with the dye covalently attached by ester linkages. The emulsification-evaporation procedure was used to prepare nanoparticles from this conjugate and these particles were found to release the dye much more slowly and without a burst effect, in comparison with analogous nanoparticles having the rhodamine physically encapsulated. The same approach was applied to the anti-cancer drug floxuridine and the resulting nanoparticles also afforded sustained drug release. This work suggests the promise of PEAs with pendant functional groups for providing nanoparticle-based drug delivery vehicles with slow and sustained drug release.

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