N-Thiocarbazole-based gold nanoparticles: synthesis, characterization and anti-proliferative activity evaluation

Carbazoles are aromatic heterocyclic compounds derived from the fusion of a benzene ring with an indole nucleus in 2,3 position. Today, many carbazole derivatives are widely studied as anticancer, anti-fungal, antioxidants, photoconductor, anti-bacterial, antimalarials, anti-Alzheimer, anti-tuberculosis, anti-HIV agents and for the treatment of obesity. Some of them, differently substituted on carbazole nucleus, have been synthetized and their biological activity have been evaluated. The purpose of this work is the study of new species obtained binding, a series of carbazole derivatives in which the carbazolic nitrogen has been functionalized with different alkyl-thiol chains, with gold nanoparticles, synthesized in organic solvent. The formation of self-assembled monolayers of these ligands is obtained on the spherical surface of gold nanoparticles, with a stabilizing effect against aggregation. These systems might present a double innovative function, matching an antineoplastic activity typical of carbazoles, with the photothermal effects of gold nanoparticles. (paper)