Synthesis of Se-polysaccharide mediated by selenium oxychloride: Structure features and antiproliferative activity

Abstract

Selenium oxychloride (SOC) was employed as a highly reactive selenide reagent to synthesize selenized Artemisia sphaerocephala polysaccharides (SeASP). Se content of SeASP was significantly increased (∼22,400 μg/g) as compared to HNO₃/H₂SeO₃ selenylation method (1703 μg/g). Furthermore, selenized ASP was prepared by using microwave-assisted synthesis which obviously enhanced selenylation kinetics. FT-IR, Raman, XPS and NMR results exhibited seleno-group was substituted at C6 position in the form of selenite (Se⁴⁺). SEC-MALLS suggested SOC system could effectively avoid the degradation of polysaccharide chain. Meanwhile, MALLS calculation, MB spectrophotometric method and AFM observation showed SeASP appeared spherical and rod-shaped conformation after selenylation. Seleno-groups were more likely to affect the conformational transformation of polysaccharide chains. Moreover, SeASP could significantly enhance antiproliferative activity against three tumor cells, of which the IC₅₀ value of HepG2 was calculated as 24.35 μg/mL. It was found that higher Se content could effectively improve the antitumor activities of Se-polysaccharides in vitro.

Keywords: Antiproliferative effect; Artemisia sphaerocephala; Microwave-assisted synthesis; Selenized polysaccharide.