The characterization and biological activities of synthetic N, O-selenized chitosan derivatives

Synthetic selenium polysaccharides with potential bioactivity have drawn great interest due to the SeO bonds existing in the structure. Herein, N, O-selenized N-(2-carboxyethyl) chitosan (sNCCS) was synthesized through carboxyethylation and selenylation. Various characterizations were performed to identify the structure of sNCCS, indicating that SeO bonds were formed both at the C-6 hydroxyl groups and the introduced C-2 carboxyethyl groups. The highest yield and selenium content of all sNCCS reached 84.5% and 1.553 mg/g, respectively. In vitro evaluation exhibited that sNCCS has excellent bile acid binding capacity, which was 1.63, 2.00, and 2.55-fold higher than that of N-(2-carboxyethyl) chitosan (NCCS). Moreover, it was found that higher selenium content could significantly enhance the antioxidant properties of sNCCS. Importantly, no obvious cytotoxic effect had been observed on Caco-2 cells. Taken together, sNCCS with desirable biological activity and non-cytotoxicity might be considered as an effective ingredient in the fields of food or medicine.