NDLI: Mechanistic studies on two dinuclear organogold(iii) compounds showing appreciable antiproliferative properties and a high redox stability

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Metallomics Vol - 3 Issue - 9

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Metallomics Vol -1

Mechanistic studies on two dinuclear organogold(iii) compounds showing appreciable antiproliferative properties and a high redox stability

Content Provider	Royal Society of Chemistry (RSC)
Author	Messori, Luigi Casini, Angela Cinellu, Maria Agostina Gabbiani, Chiara Cocco, Fabio Kelter, Gerhard Fiebig, Heinz-Herbert
Copyright Year	2011
Abstract	Two dinuclear oxo-bridged organogold(III) compounds, namely [(N,N,C)2Au2(μ-O)][PF6]2 (with N,N,CH = 6-(1-methylbenzyl)-2,2′-bipyridine, Au22O1; or 6-(1,1-dimethylbenzyl)-2,2′-bipyridine, Au22O2), were previously prepared and characterised. Their solution chemistry under physiological-like conditions has been investigated here as well as their in vitro antiproliferative properties. Notably, these compounds reveal a marked redox stability even in the presence of effective biological reductants such as ascorbic acid and glutathione. The two dinuclear gold(III) compounds were evaluated for cytotoxic actions against a representative panel of 12 human tumor cell lines, in comparison to respective mononuclear parent compounds [(N,N,C)AuOH][PF6], and appreciable biological activity could be highlighted. The reactions of Au22O1 and Au22O2 with a few model proteins were studied and the ability to form metallodrug–protein adducts monitored through ESI MS methods. Typical adducts were identified where the protein is associated to monometallic gold fragments; in these adducts gold remains in the oxidation state +3 and conserves its organic ligand. A direct comparison of the biological profiles of these binuclear organogold(III) compounds with those previously reported for a series of dinuclear oxo-bridged complexes [(N,N)2Au2(μ-O)2][PF6]2 (N,N = 6(6′)-substituted 2,2′-bipyridines) named Auoxo's was carried out. It emerges that the greater cytotoxicity of the latter is mainly due to the greater oxidising power of their gold(III) centres and to propensity to generate gold(I) species; in contrast, the here described bimetallic organogold(III) complexes manifest a far higher redox stability in the biological milieu coupled to lower, but still significant, antiproliferative properties. Different molecular mechanisms are thus hypothesised for these two classes of dinuclear gold(III) agents.
Starting Page	1318
Ending Page	1323
Page Count	6
File Format	HTM / HTML PDF
ISSN	17565901
Volume Number	3
Issue Number	12
Journal	Metallomics
DOI	10.1039/c1mt00113b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Organic chemistry Carboxylic acid Ligand Bipyridine Redox Cytotoxicity ESI Protein Glutathione
Content Type	Text
Resource Type	Article
Subject	Chemistry Medicine Metals and Alloys Biochemistry Biomaterials Biophysics

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