New synthetic chitosan hybrids bearing some heterocyclic moieties with potential activity as anticancer and apoptosis inducers

Abstract

Wastes of the freshwater crayfish Procambarus clarkii were used as precursor for the extraction of chitin, which was deacetylation with alkali giving chitosan. Chitosan was transformed into the nanoparticles using sodium tripolyphosphate. Chitosan Cs and its nanoparticles CNP were characterized through FTIR, ¹H NMR and surface morphology. Moreover, it was converted into some chitosan Schiff bases; CSB-1,2,3, containing different five membered heterocyclic moieties and also they were characterized. All of the synthesized compounds were evaluated against three cell lines, such as HepG-2, HCT-116 and MCF-7, whereas compounds CSB-2 and CSB-3 showed the highest cytotoxic activities. The higher activities for the latter compounds were confirmed through apoptosis studies (Caspase-3 and Bax/Bcl-2 ratio) against HePG-2 cells. Cell cycle analysis and apoptosis induction showed that compound CSB-2 induces apoptosis at pre G1 phase and cell growth arrest at G2/M phase.

Keywords: Chitosan nanoparticles; Cytotoxic activity and apoptosis induction; Heterocyclic Schiff bases.