Triazoles Obtained by Nanocomposite-Catalyzed Click Reaction: Characterization, Theory, and Antiproliferative Action

Abstract

Five 1,2,3-triazole compounds were synthesized using click reaction catalyzed by a CuS-doped graphene oxide nanocomposite from sodium azide and substituted phenyl alkynes and epoxides. The products were characterized and tested against fibrosarcoma (HT-1080) and normal liver epithelial (WRL-68) cell lines. The compounds have little effect on somatic cells and suppress the growth of fibrosarcoma cells. One of the compounds, 2-(4-phenyl-[1,2,3]triazol-1-yl)-propan-1-ol, has the most effect among the set. It induces apoptosis and has antiproliferative and wound-healing properties. It also shows dose-dependent nuclear fragmentation, significant loss of mitochondrial membrane potential, and induces cell cycle arrest. Preliminary studies show minor groove binding of this compound with a DNA fragment.