Catechol-Functionalized Succinyl Chitosan for Novel Mucoadhesive Drug Delivery

摘要

The objective of this research was to synthesize and assess a catechol-bearing succinyl chitosan (Cat-SCS) as an innovative mucoadhesive substance for a mucoadhesive drug delivery system. Succinyl chitosan (SCS) was synthesized via ring-opening reactions with succinic anhydride. The Cat-SCS was then synthesized by reacting SCS with dopamine with the existence of N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDAC) and N-hydroxysulfosuccinimide (NHS). The successful functionalization of catechol onto the chitosan backbone was verified using nuclear magnetic resonance spectroscopy (NMR) and Fourier transform infrared spectroscopy (FT-IR). Mucoadhesion studies were performed using rheology measurement and ex-vivo mucoadhesion test. The findings exposed that the synthesized Cat-SCS exhibited excellent mucoadhesive properties which was better than the intact CS. Further indirect studies verified the occurrence of polymer-mucin glycoproteins interactions. The catechol content on the Cat-SCS was determined to be 0.377 using ~1H NMR. The cytotoxicity test indicated the non-noxiousness of the obtained polymer on a fibroblast cells (HGF cells). Therefore, these results could advocate the capacity to use Cat-SCS as an inventive mucoadhesive platform for mucoadhesive drug delivery.