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Combining [Arene–Ru] with Azocarboxamide to Generate a Complex with Cytotoxic Properties
Author(s) -
Sommer Michael G.,
Kureljak Petra,
Urankar Damijana,
Schweinfurth David,
Stojanović Nikolina,
Bubrin Martina,
Gazvoda Martin,
Osmak Maja,
Sarkar Biprajit,
Košmrlj Janez
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201404448
Subject(s) - glutathione , cytotoxic t cell , intracellular , chemistry , in vitro , stereochemistry , metal , cytotoxicity , cancer cell lines , cell culture , combinatorial chemistry , cancer cell , biochemistry , cancer , biology , enzyme , genetics , organic chemistry
Azocarboxamide (azcH) has been combined for the first time with [Ru–Cym] to generate metal complexes with N,N‐ and N,O‐coordination mode, [(Cym)Ru(azc)Cl] and [(Cym)Ru(azcH)Cl] + [PF 6 ] − . Geometric and electronic structures of the complexes are reported along with their in vitro activities against different tumour cell lines and preliminary results on solution chemistry. Compound [(Cym)Ru(azc)Cl] exhibited remarkable cytotoxic properties. It was cell‐type specific and had comparable IC 50 values towards both cancer cells and their drug‐resistant subline. A tenfold increase in the sensitivity towards [(Cym)Ru(azc)Cl] was noted for the tumour cells with depleted intracellular glutathione (GSH) level, suggesting the essential role of GSH in cell response to this compound.