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Issue 33, 2016
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Towards targeting anticancer drugs: ruthenium(II)–arene complexes with biologically active naphthoquinone-derived ligand systems

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Abstract

Anticancer active metal complexes with biologically active ligands have the potential to interact with more than one biological target, which could help to overcome acquired and/or intrinsic resistance of tumors to small molecule drugs. In this paper we present the preparation of 2-hydroxy-[1,4]-naphthoquinone-derived ligands and their coordination to a RuII6-p-cymene)Cl moiety. The synthesis of oxime derivatives resulted in the surprising formation of nitroso-naphthalene complexes, as confirmed by X-ray diffraction analysis. The compounds were shown to be stable in aqueous solution but reacted with glutathione and ascorbic acid rather than undergoing reduction. One-electron reduction with pulse radiolysis revealed different behavior for the naphthoquinone and nitroso-naphthalene complexes, which was also observed in in vitro anticancer assays.

Graphical abstract: Towards targeting anticancer drugs: ruthenium(ii)–arene complexes with biologically active naphthoquinone-derived ligand systems

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Publication details

The article was received on 21 Mar 2016, accepted on 06 May 2016 and first published on 06 May 2016


Article type: Paper
DOI: 10.1039/C6DT01110A
Citation: Dalton Trans., 2016,45, 13091-13103
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    Towards targeting anticancer drugs: ruthenium(II)–arene complexes with biologically active naphthoquinone-derived ligand systems

    M. Kubanik, W. Kandioller, K. Kim, R. F. Anderson, E. Klapproth, M. A. Jakupec, A. Roller, T. Söhnel, B. K. Keppler and C. G. Hartinger, Dalton Trans., 2016, 45, 13091
    DOI: 10.1039/C6DT01110A

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