Investigation on the pharmacological profile of antimony(III) complexes with hydroxyquinoline derivatives: anti-trypanosomal activity and cytotoxicity against human leukemia cell lines

Abstract

Complexes [Sb(QN)(2)Cl] (1), [Sb(QC)(2)Cl] (2) and [Sb(QI)(2)Cl] (3) were obtained with 8-hydroxyquinoline (HQN), 5-chloro-8-hydroxyquinoline (HQC) and 5-chloro-7-iodo-8-hydroxyquinoline (clioquinol, HQI). The quinoline derivatives and their antimony(III) complexes were evaluated for their anti-trypanosomal activity as well as for their cytotoxicity against HL-60 and Jurkat human leukemia cell lines. Upon coordination to antimony(III) the anti-trypanosomal activity of HQC and HQI increases, the highest improvement being observed for complex (3), which was the most active among all studied compounds against both epimastigote and trypomastigote forms of Trypanosoma cruzi. All quinoline derivatives proved to be cytotoxic against both leukemia cell lineages. Upon coordination to antimony(III) the cytotoxicity of HQN improved against Jurkat leukemia cells. While SbCl(3) proved to be cytotoxic against HL-60 cells, it was not active against Jurkat cells. However, its coordination to the quinoline derivatives resulted in complexes with significant cytotoxicity against Jurkat cells.

Nitro/Nitrosyl-Ruthenium Complexes Are Potent and Selective Anti-Trypanosoma cruzi Agents Causing Autophagy and Necrotic Parasite Death

“…This enhanced activity can be explained by the gain in lipophilicity. This strategy has been performed to enhance the potency of ketoconazole, clotrimazole, benznidazole, risedronate, and quinolones (34)(35)(36)(37)(38)(39). Alternatively, metal complexes which are composed of ligands with unique chemical properties (redox and electrochemical behavior based on ligand reductions) exhibit anti-T. cruzi properties, possibly due to parasite membrane accumulation, in addition to effects on DNA and enzymes (40)(41)(42)(43).…”

Synthesis and biological characterization of organoruthenium complexes with 8-hydroxyquinolines

“…Both clioquinol and other hydroxyquinolines have been used as ligands in the design of metallodrugs due to the stability and favorable physico-chemical properties of their coordination compounds. [28][29][30] In 2014 our group has reported the synthesis and biological evaluation of the organoruthenium-clioquinol complex with the formula [(η 6 -p-cymene)Ru(clioquinolato)Cl] (Figure 1). [26] It was established that the complex induces caspase-dependent cell death which is observed at much lower concentrations in leukaemic cell lines than in cell lines of solid tumors.…”

N,N′-Bis[2-hydroxynaphthylidene]/[2-methoxybenzylidene]amino]oxamides and their divalent manganese complexes: Isolation, spectral characterization, morphology, antibacterial and cytotoxicity against leukemia cells

“…Table 3 presents the concentrations of the examined samples that restrain half of cell multiplication (IC 50 ), in which the parent compounds were less cytotoxic than their complexes. In the literature, cytotoxic activity increases upon complexation, and vice versa [37,38]. In this study, coordination appeared to be a good strategy.…”