Le Tien, Canh; Lacroix, Monique 
ORCID: https://orcid.org/0000-0002-2042-4033; Ispas-Szabo, Pompilia et Mateescu, Mircea Alexandru
(2003).
N-acylated chitosan: hydrophobic matrices for controlled drug release
Journal of Controlled Release
, vol. 93
, nº 1.
pp. 1-13.
DOI: 10.1016/s0168-3659(03)00327-4.
Résumé
N-acylation of chitosan with various fatty acid (C-6-C-16) chlorides increased its hydrophobic character and made important changes in its structural features. Unmodified chitosan exhibited a low degree of order (DO) and a weak tablet crushing strength. Chitosan acylated with a short chain length (C-6) possessed similar properties, but exhibited significant swelling. Acylation with longer side chains (C-8-C-16) resulted in a higher DO and crushing strength but lower swelling. The best mechanical characteristics and drug release properties were found for palmitoyl chitosan (substitution degree 40-50%) tablets with 20% acetaminophen as a tracer. The high stability of these monolithic tablets appears to be due to hydrophobic interactions between side chains, as shown by a more organized structure. Infrared spectroscopy, X-ray diffractometry and proton nuclear magnetic resonance analyses of palmitoyl chitosan were consistent with a hydrophobic self-assembling model. Drug dissolution kinetics showed longer release times for higher degrees of functionalization, i.e. 30 h (for 47% substitution) and 90 It (for 69% substitution), suggesting palmitoyl chitosan excipients as interesting candidates for oral and subdermal pharmaceutical applications.
| Type de document: | Article |
|---|---|
| Mots-clés libres: | Chitosan; N-acylation; Hydrophobic self-assembling; Palmitoyl chitosan; Controlled release |
| Centre: | Centre INRS-Institut Armand Frappier |
| Date de dépôt: | 25 déc. 2024 17:36 |
| Dernière modification: | 25 déc. 2024 17:36 |
| URI: | https://espace.inrs.ca/id/eprint/14877 |
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