Developing a biopolymeric chitosan supported Schiff-base and Cu(II), Ni(II) and Zn(II) complexes and biological evaluation as Pro-drug

Introduction : Chitosan derivatives are widely used as key classes of medicinal compounds owing to their non- toxic and biodegradable properties. So, in this work, to enhance chitosan biological activities Method : A new synthesis of series of Schiff base and its metals complexes (Cu(II), Ni(II) and Zn(II)) of chitosan (CS) was prepared. Moreover, their physicochemical properties were characterized by IR, UV-Vis, SEM, melting point, thermo gravimetric analysis (TGA), X-ray diffraction (XRD), elemental analysis and ۱H NMR techniques. Results: Elemental analysis data confirmed the formation of chitosan-Schiff base as well as the coordination reaction with metals ions by increasing the carbon content caused by substitution. By elemental analysis, the degrees of acetylation (DA), deacetylation (DD) and substitution (DS) were acquired ۲۳, ۷۷.۶۳ and ۵۷.۹۰%, respectively. Additionally, the ۱H NMR spectroscopy was used for the determination of degree of deacetylation (DD) and Substitution (DS) of chitosan ranging from ۸۷.۵ and ۸۵%, respectively. The presence of a new low-field signal at ۱۰.۲۳ ppm in the ۱H NMR spectra confirmed the imine proton of Schiff base. The cytotoxicity of Chitosan, Chitosan-Schiff base and its metals complexes was tested against K۵۶۲ chronic myelogenous leukemia (CML) and MG-۶۳ (osteosarcoma cancer) cell lines by the MTT assay. Conclusion: The results suggested that the anticancer activity of Schiff base and their complexes was much better than that of pure CS against cancer MG۶۳ cell line. Finally, through flow cytometry, we demonstrated that all compounds were efficient in inducing apoptosis effect in K۵۶۲ and MG۶۳ cell lines except Schiff base- chitosan in K۵۶۲ cell lines.

کلیدواژه ها:

Chitosan ، Schiff base ، Cytotoxicity ، Flow cytometry ، MTT assay