Synthesis, characterization and anticancer activity of andrographolidesuccinate grafted chitosan

Abstract

A new chitosan derivative, andrographolidesuccinate grafted chitosan (AGS-g-CS), is prepared by grafting andrographolide-14-α-O-succinate on the chitosan chain. The structure of AGS-g-CS with the degree of andrographolide-14-α-O-succinate substitution 7.42 % is confirmed through the ¹H NMR and FTIR analysis. Moreover, AGS-g-CS can self-assembled to be nanoparticles with the critical aggregation concentration of 0.063 mg/mL in the distilled water. These particles show spherical shapes with the average size of 154 ± 2 nm. The crystal property of AGS-g-CS is studied by XRD. The crystalline form of chitosan is changed to amorphous form when it was grafted with andrographolide-14-α-O-succinate. Moreover, AGS-g-CS has lower thermal stability than chitosan because andrographolide-14-α-O-succinate groups interfered with the close packing between chitosan chains. AGS-g-CS exhibit higher cytotoxicity than AG towards cervical and breast cancer cell lines in MTT assay.