Totally S-protected hyaluronic acid : evaluation of stability andmucoadhesive properties as liquid dosage form
Pereira de Sousa, Irene ...
tAim: It is the aim of this study to synthesize hyaluronic acid (HA) derivatives bearing mucoadhesiveproperties and showing prolonged stability at pH 7.4 and under oxidative condition as liquid ...dosageform.Methods: HA was modified by thiolation with l-cysteine (HA-SH) and by conjugation with 2-mercaptonicotinic acid-l-cysteine ligand to obtain an S-protected derivative (HA-MNA). The polymerswere characterized by determination of thiol group content and mercaptonicotinic acid content. Cyto-toxicity, stability and mucoadhesive properties (rheological evaluation and tensile test) of the polymerswere evaluated.Results: HA-SH and HA-MNA could be successfully synthesized with a degree of modification of 5% and 9%of the total moles of carboxylic acid groups, respectively. MTT assay revealed no toxicity for the polymers.HA-SH resulted to be unstable both at pH 7.4 and under oxidative conditions, whereas HA-MNA was stableunder both conditions. Rheological assessment showed a 52-fold and a 3-fold increase in viscosity forHA-MNA incubated with mucus compared to unmodified HA and HA-SH, respectively. Tensile evaluationcarried out with intestinal and conjunctival mucosa confirmed the higher mucoadhesive properties ofHA-MNA compared to HA-SH.Conclusions: According to the presented results, HA-MNA appears to be a potent excipient for the formu-lation of stable liquid dosage forms showing comparatively high mucodhesive properties.
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