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Reference type: Journal
Authors: Suedee R, Jantarat C, Lindner W, Viernstein H, Songkro S, Srichana T
Article Title: Development of a pH-responsive drug delivery system for enantioselective-controlled delivery of racemic drugs.
Publication date: 2010
Journal: Journal of Controlled Release
Volume: 142
Issue: (1)
Page numbers: 122-131.
DOI: 10.1016/j.jconrel.2009.10.011
Alternative URL: http://www.sciencedirect.com/science/article/B6T3D-4XHM12M-1/2/908b46bf7f29592d3ce3483cc71cab9f

Abstract: This study aimed to develop enantioselective-controlled drug delivery systems for selective release of the required (S)-enantiomer in a dose formulation containing a racemic drug in response to pH stimuli. The recognition system was obtained from a nanoparticle-on-microsphere (NOM) molecularly imprinted polymer (MIP) with a multifunctional chiral cinchona anchor synthesised by suspension polymerisation using ethylene glycol dimethacrylate as a cross-linker. (S)-omeprazole was used as an imprinting molecule conferring stereoselectivity upon the polymers. The ability of the prepared recognition polymers to selectively rebind (S)-omeprazole was evident at different pH levels (the highest being at pH 7.4). The partial selective-release phenomenon of the (S)-enantiomer in MIP-containing composite cellulose membranes with increased vehicular racemic omeprazole concentrations was highly pH-dependent. Cinchona-bonded polymers imprinted with (S)-omeprazole could recognise the moldable contact site of (S)-omeprazole independently of its chirality; this is responsible for the delivery of (S)-enantiomer from racemic omeprazole. The controlled-release drug devices were fabricated with synthesised composite latex, and consisted of a pH stimuli-responsive poly(hydroxyethyl methacrylate) (HEMA) and polycaprolactone-triol (PCL-T) blend, and a MIP with preloaded drug, along with pH 7.4 buffer in the device's interior. The results demonstrate that drug delivery systems containing (S)-omeprazole imprinted cinchona-polymer nanoparticle-on-microspheres may maximise efficacy while minimising dose frequency
Template and target information: (S)-omeprazole, omeprazole
Author keywords: molecular imprinting, pH-responsive drug delivery, controlled release, chiral nanotechnology, enantiomer

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