Novel bioadhesive polymers as intra-articular agents: Chondroitin sulfate-cysteine conjugates

European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V
Wongsakorn SuchaoinAndreas Bernkop-Schnürch

Abstract

The aim of this study was to generate and characterize a chondroitin sulfate-cysteine conjugate (CS-cys) as a novel bioadhesive agent for intra-articular use. Mucoadhesive properties of synthesized CS-cys were investigated by rheological measurement of polymer-mucus mixture and rotating cylinder method, while bioadhesive features of CS-cys on porcine articular cartilage were evaluated via tensile studies. Thiolation was achieved by attachment of l-cysteine to CS via amide bond formation mediated by carbodiimide as a coupling reagent. The conjugate exhibited 421.17±35.14 μmol free thiol groups per gram polymer. The reduced CS-cys displayed 675.09±39.67 μmol free thiol groups per gram polymer after disulfide bonds reduction using tris(2-carboxyethyl)phosphine hydrochloride. The increase in dynamic viscosity of thiolated CS due to oxidative disulfide bond formation was demonstrated using capillary viscometer. The combination of CS-cys and mucus led to 4.57-fold increase in dynamic viscosity in comparison with mucus control. Furthermore, adhesion time to porcine mucosa of CS-cys-based test disk was enhanced by 2.48-fold compared to unmodified CS as measured by rotating cylinder method suggesting the interaction between thiomers and...Continue Reading

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Citations

Jun 2, 2016·International Journal of Pharmaceutics·Irene Pereira de SousaAndreas Bernkop-Schnürch
Jun 3, 2016·Therapeutic Delivery·Flavia LaffleurMatthias Schmutzler
Aug 16, 2016·Carbohydrate Polymers·Irene Pereira de SousaAndreas Bernkop-Schnürch
Jan 15, 2017·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Sarah DugganEleanor Owens
Jul 5, 2017·Macromolecular Bioscience·Philipp SchattlingBrigitte Städler
Oct 9, 2020·Acta Biomaterialia·Solaiman TarafderChang H Lee
Jul 30, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Mingyu HanGeorge W Greene
Sep 14, 2021·Drug Delivery·Liwei MaoJun Zou

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