In situ Crosslinkable Thiol-ene Hydrogels Based on PEGylated Chitosan and β-Cyclodextrin

Year 2018, Volume: 5 Issue: 3, 1327 - 1336, 01.09.2018

Mehmet Arslan , Tolga Yirmibesoglu Mithat Celebi

https://doi.org/10.18596/jotcsa.460275

Cited By: 8

Abstract

Novel
β-Cyclodextrin incorporated injectable hydrogels employing PEGylated chitosan
as bio-based hydrophilic matrix have been fabricated via thiol-ene reaction. As
thiol bearing polymer counterpart of hydrogel precursors, native chitosan was
firstly modified with polyethylene glycol groups to increase its water
solubility and bioinertness and then decorated with thiol groups to facilitate
thiol-ene crosslinking with acryloyl-modified β-cyclodextrin. A series of
hydrogels with varying amounts of acryloyl β-CD and PEGylated chitosan feed
were synthesized with high efficiency under mild aqueous conditions. The
resulting hydrogels were characterized by equilibrium swelling, structural
morphology and rheology. These materials were investigated as controlled drug
release platforms by employing a poorly water soluble anti-inflammatory drug
diclofenac as model compound. Benefiting from the inclusion complex formation
of the drug with β-CD groups in gel interior, prolonged release profiles were
maintained. The total drug absorption and release of hydrogels were shown to be
dependent on the amount of β-CD in gel matrix. These hydrogels combined
efficient crosslinking and β-CD incorporation into clinically important
chitosan scaffold and might have potential applications as injectable drug
reservoirs such as in regenerative tissue engineering.  

Keywords

Drug releasing hydrogels, β-cyclodextrin, thiol-ene crosslinking, injectable gels

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