Synthesis and characterization of S-nitrosoglutathione-oligosaccharide-chitosan as a nitric oxide donor

Abstract : Objectives: The aim of this work is to synthesize a novel stable and biodegradable nitric oxide (NO) donor polymer based on a chitosan backbone. This polymer needed to be linked to glutathione (GSH), which was nitrosated in a second step. This polymer has been developed as an NO delivery platform that could be further evaluated for an oral delivery in Crohn’s disease. Methods: The new polymer (named S-nitrosoglutathione-oligosaccharide-chitosan or SNOC) was obtained using a two-step procedure involving the linkage of GSH to chitosan via an amidine reaction followed by a post-nitrosation with NaNO2. The GSH linkage was assessed using NMR, FTIR and an Ellman’s test, whereas the final NO amount was determined by the Griess and Saville method. Results: Polymers with different numbers of NO groups were obtained (159.04 ± 64.16 µmol/g of polymer for SNOC G1 and 525.08 ± 151.35 µmol/g of polymer for SNOC G2) depending on the procedure used for production. When tested in an Ussing chamber, SNOC G2 had a sustained release of NO and nitrites for at least 6 h. Conclusion: We believe that this type of polymer is adapted for the development of various formulations, including microparticles.
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Article dans une revue
Expert Opinion on Drug Delivery, Taylor & Francis, 2015, 12 (8), pp.1209-1223. 〈10.1517/17425247.2015.1028916〉
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https://hal.univ-lorraine.fr/hal-01280370
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Soumis le : lundi 29 février 2016 - 14:30:17
Dernière modification le : vendredi 11 novembre 2016 - 11:12:56

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Shefaat Ullah Shah, Nuno Martinho, Marie Socha, Catarina Pinto Reis, Stéphane Gibaud. Synthesis and characterization of S-nitrosoglutathione-oligosaccharide-chitosan as a nitric oxide donor. Expert Opinion on Drug Delivery, Taylor & Francis, 2015, 12 (8), pp.1209-1223. 〈10.1517/17425247.2015.1028916〉. 〈hal-01280370〉

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