Synthesis and evaluation of poly(ethylene glycol) diacrylate-modified chitosan as a mucoadhesive polymer:(TJPS-2020-0138.R1)

Abstract

This study aimed to synthesize a poly(ethylene glycol) diacrylate-modified chitosan (CS-PEGDA) as a mucoadhesive polymer for transmucosal drug delivery. Chitosan-cysteine (Cys-CS) was synthesized by coupling chemistry. Cys-CS was then employed for the synthesis of CS-PEGDA via a thiol-ene click reaction between the thiol groups of Cys-CS and alkene groups of PEGDA using triethanolamine as an activator. The obtained structure of the synthesized polymer was proved using Fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance spectroscopy (NMR). The mucoadhesive capability of the synthesized polymer was examined by an ex-vivo mucoadhesion test using a texture analyzer. The toxicity of synthesized polymer was also investigated by an MTT assay on normal human gingival fibroblast cells. The NMR and FT-IR spectra of the synthesized polymer ensured the expected structure of the polymer and the presence of acrylate moieties on the backbone of the CS-PEGDA, which play a crucial role in mucoadhesion process. The obtained CS-PEGDA exhibited superior mucoadhesive properties compared with the intact chitosan. These results could demonstrate the potentials of CS-PEGDA as a mucoadhesive material for transmucosal drug delivery systems.

:TJPS-2020-0138.R1