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Article Dans Une Revue Expert Opinion on Drug Delivery Année : 2015

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

Résumé

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.

Domaines

Chimie
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Dates et versions

hal-01280370 , version 1 (29-02-2016)

Identifiants

Citer

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, 2015, 12 (8), pp.1209-1223. ⟨10.1517/17425247.2015.1028916⟩. ⟨hal-01280370⟩
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