Chitosan is known
for its specific antibacterial mechanism and
biodegradability, while polyphenols are known for their antioxidant
and anti-inflammatory properties: coupling these properties on a surface
for bone contact, such as hydroxyapatite, is of great interest. The
system developed here allows the combination of hydroxyapatite, chitosan,
and polyphenol properties in the same multifunctional biomaterial
in order to modulate the host response after implantation. Crosslinked
chitosan is used in this research to create a stable coating on hydroxyapatite,
and then it is functionalized for a smart release of the polyphenols.
The release is higher in inflammatory conditions and lower in physiological
conditions. The properties of the coated and functionalized samples
are characterized on the as-prepared samples and after the samples
are immersed (for 24 h) in solutions, which simulate the inflammatory
and physiological conditions. Characterization is performed in order
to confirm the presence of polyphenols grafted within the chitosan
coating, the stability of grafting as a function of pH, the morphology
of the coating and distribution of polyphenols on the surface, and
the redox reactivity and radical scavenging activity of the functionalized
coating. All the results are in line with previous results, which
show a successful coating with chitosan and functionalization with
polyphenols. Moreover, the polyphenols have a different release kinetics
that is faster in a simulated inflammatory environment compared to
that in the physiological environment. Even after the release tests,
a fraction of polyphenols are still bound on the surface, maintaining
the antioxidant and radical scavenging activity for a longer time.
An electrostatic bond occurs between the negative-charged polar groups
of polyphenols (carboxyls and/or phenols) and the positive amide groups
of the chitosan coating, and the substitution of the crosslinker by
the polyphenols occurs during the functionalization process.