Solution chemistry and cytotoxic properties of novel organogold(III) compounds

Abstract

Abstract-The solution behaviour of some novel organogold(III) compounds was investigated, and their cytotoxic properties evaluated against a few human tumour cell lines (A2780/S, A2780/R, MCF7, HT29 and A549). Specifically, the following compounds were considered: [Au(bipy dmb -H)(2,6-xylidine-H)][PF 6 ] (AuXyl) and [Au(bipy dmb -H)(p-toluidine-H)][PF 6 ] (AuTol) (in which bipy dmb = 6-(1,1-dimethylbenzyl)-2,2 0 -bipyridine), [Au(py dmb -H)(AcO) 2 ] (AuPyAcO) (in which py dmb = 2-(1,1-dimethylbenzyl)-pyridine) and [Au(pz Ph -H)Cl 3 ]K (AuPzCl) (in which pz Ph = 1-phenylpyrazole). The solution chemistry of these compounds, under physiological-like conditions, was investigated through UV-vis absorption and 1 H NMR spectroscopies. Significant cytotoxic effects in vitro were observed in selected cases.

Proteomic analysis of A2780/S ovarian cancer cell response to the cytotoxic organogold(III) compound Aubipyc

“…Hence, over the last two decades, several promising families of Au-based drug candidates, with the gold center in the oxidation state +3 or +1, featuring diverse structural motifs, were prepared, characterized and their biological and pharmacological profiles initially assessed [7,8]. Relevant examples are offered by a few classical mononuclear gold(III) complexes [9] such as gold(III) dithiocarbamates [10] and gold(III) porphyries [11]; by some organogold(III) compounds [12,13]; a few binuclear gold(III) complexes [14]; various neutral, two-coordinate gold(I) complexes [15], inspired to auranofin; a number of lyophilise cationic gold(I) complexes such as [Au(dope)2]+, and others.…”

Oxidation of methionine residue in Gly-Met dipeptide induced by [Au(en)Cl2]+ and influence of the chelated ligand on the rate of this redox process

“…Some gold(I) complexes, such as auranofin and aurothiomalate, have been used very successfully in the treatment of rheumatoid arthritis [2], while gold(III) complexes have gained considerable attention as potential antitumor agents [3]. During the recent years, a large number of gold(III) complexes, in which the reduction potential of the Au(III) was lowered by the use of polydentate ligands, have been reported to be appreciably stable under physiologically relevant conditions and to manifest relevant cytotoxic activity against different human tumor cell lines [4][5][6][7][8][9][10][11][12][13][14][15][16]. The possible involvement of gold(III) complexes in cancer treatment initiated an interest in the area of gold(III) interactions with different biologically important ligands, such as amino acids and peptides [17].…”

Mechanisms of Cytotoxicity of Selected Organogold(III) Compounds

“…[7][8][9] Also, a number of organogold(III) compounds were recently reported to exhibit favorable chemical and biological profiles; in particular, we found that a few organogold(III) compounds, bearing the bipyridyl motif, are endowed with outstanding anticancer properties against selected human tumor cell lines and thus deserve further pharmacological investigations. 10,11 Yet, very little is known concerning the molecular mechanisms underlying the pharmacological effects of gold(III)-based antitumor metallodrugs. 1 The initial efforts toward the synthesis and the biological evaluation of anticancer gold(III) compounds were mainly driven by their chemical analogy with platinum(II)-based drugs.…”