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

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 increa...

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Main Authors: Mehmet Arslan, Tolga Yirmibesoglu, Mithat Celebi
Format: Article
Language:English
Published: Turkish Chemical Society 2018-11-01
Series:Journal of the Turkish Chemical Society, Section A: Chemistry
Subjects:
Online Access:http://dergipark.gov.tr/jotcsa/issue/37193/460275
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author Mehmet Arslan
Tolga Yirmibesoglu
Mithat Celebi
author_facet Mehmet Arslan
Tolga Yirmibesoglu
Mithat Celebi
author_sort Mehmet Arslan
collection DOAJ
description 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.
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spelling doaj.art-be4e239df41f43f79cceb4663901fd2b2023-02-15T16:12:12ZengTurkish Chemical SocietyJournal of the Turkish Chemical Society, Section A: Chemistry2149-01202018-11-015313271336https://dx.doi.org/10.18596/jotcsa.460275In situ Crosslinkable Thiol-ene Hydrogels Based on PEGylated Chitosan and β-CyclodextrinMehmet Arslan0Tolga Yirmibesoglu1Mithat Celebi2University of Yalova , Faculty of Engineering , Department of Polymer Engineering, 77200, Yalova, TurkeyUniversity of Yalova , Faculty of Engineering , Department of Polymer Engineering, 77200, Yalova, TurkeyUniversity of Yalova , Faculty of Engineering , Department of Polymer Engineering, 77200, Yalova, TurkeyNovel 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.http://dergipark.gov.tr/jotcsa/issue/37193/460275Drug releasing hydrogelsβ-cyclodextrinthiol-ene crosslinkinginjectable gels
spellingShingle Mehmet Arslan
Tolga Yirmibesoglu
Mithat Celebi
In situ Crosslinkable Thiol-ene Hydrogels Based on PEGylated Chitosan and β-Cyclodextrin
Journal of the Turkish Chemical Society, Section A: Chemistry
Drug releasing hydrogels
β-cyclodextrin
thiol-ene crosslinking
injectable gels
title In situ Crosslinkable Thiol-ene Hydrogels Based on PEGylated Chitosan and β-Cyclodextrin
title_full In situ Crosslinkable Thiol-ene Hydrogels Based on PEGylated Chitosan and β-Cyclodextrin
title_fullStr In situ Crosslinkable Thiol-ene Hydrogels Based on PEGylated Chitosan and β-Cyclodextrin
title_full_unstemmed In situ Crosslinkable Thiol-ene Hydrogels Based on PEGylated Chitosan and β-Cyclodextrin
title_short In situ Crosslinkable Thiol-ene Hydrogels Based on PEGylated Chitosan and β-Cyclodextrin
title_sort in situ crosslinkable thiol ene hydrogels based on pegylated chitosan and β cyclodextrin
topic Drug releasing hydrogels
β-cyclodextrin
thiol-ene crosslinking
injectable gels
url http://dergipark.gov.tr/jotcsa/issue/37193/460275
work_keys_str_mv AT mehmetarslan insitucrosslinkablethiolenehydrogelsbasedonpegylatedchitosanandbcyclodextrin
AT tolgayirmibesoglu insitucrosslinkablethiolenehydrogelsbasedonpegylatedchitosanandbcyclodextrin
AT mithatcelebi insitucrosslinkablethiolenehydrogelsbasedonpegylatedchitosanandbcyclodextrin