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Hanif M, Meier SM, Nazarov AA, et al. Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes. Front Chem. 2013;1:27doi: 10.3389/fchem.2013.00027.
Hanif, M., Meier, S. M., Nazarov, A. A., Risse, J., Legin, A., Casini, A., Jakupec, M. A., Keppler, B. K., & Hartinger, C. G. (2013). Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes. Frontiers in chemistry, 127. https://doi.org/10.3389/fchem.2013.00027
Hanif, Muhammad, et al. "Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes." Frontiers in chemistry vol. 1 (2013): 27. doi: https://doi.org/10.3389/fchem.2013.00027
Hanif M, Meier SM, Nazarov AA, Risse J, Legin A, Casini A, Jakupec MA, Keppler BK, Hartinger CG. Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes. Front Chem. 2013 Oct 31;1:27. doi: 10.3389/fchem.2013.00027. eCollection 2013. PMID: 24790955; PMCID: PMC3982558.
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Front Chem. 2013 Oct 31;1:27. doi: 10.3389/fchem.2013.00027. eCollection 2013.

Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes.

Frontiers in chemistry

Muhammad Hanif, Samuel M Meier, Alexey A Nazarov, Julie Risse, Anton Legin, Angela Casini, Michael A Jakupec, Bernhard K Keppler, Christian G Hartinger

Affiliations

  1. School of Chemical Science, The University of Auckland Auckland, New Zealand ; Institute of Inorganic Chemistry, University of Vienna Vienna, Austria ; Department of Chemistry, COMSATS Institute of Information Technology Abbottabad, Pakistan.
  2. Institute of Inorganic Chemistry, University of Vienna Vienna, Austria ; Research Platform "Translational Cancer Therapy Research", University of Vienna Vienna, Austria.
  3. Institute of Inorganic Chemistry, University of Vienna Vienna, Austria ; Department of Chemistry, Moscow State University Moscow, Russia ; Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne Lausanne, Switzerland.
  4. Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne Lausanne, Switzerland.
  5. Institute of Inorganic Chemistry, University of Vienna Vienna, Austria.
  6. Pharmacokinetics, Toxicology and Targeting, Research Institute of Pharmacy, University of Groningen Groningen, Netherlands.
  7. School of Chemical Science, The University of Auckland Auckland, New Zealand ; Institute of Inorganic Chemistry, University of Vienna Vienna, Austria ; Research Platform "Translational Cancer Therapy Research", University of Vienna Vienna, Austria.

PMID: 24790955 PMCID: PMC3982558 DOI: 10.3389/fchem.2013.00027

Abstract

The synthesis and in vitro cytotoxicity of a series of Ru(II)(arene) complexes with carbohydrate-derived phosphite ligands and various arene co-ligands is described. The arene ligand has a strong influence on the in vitro anticancer activity of this series of compounds, which correlates fairly well with cellular accumulation. The most lipophilic compound bearing a biphenyl moiety and a cyclohexylidene-protected carbohydrate is the most cytotoxic with unprecedented IC50 values for the compound class in three human cancer cell lines. This compound shows reactivity to the DNA model nucleobase 9-ethylguanine, but does not alter the secondary structure of plasmid DNA, indicating that other biological targets are responsible for its cytotoxic effect.

Keywords: anticancer activity; bioorganometallic chemistry; carbohydrates; phosphorus ligands; ruthenium arene compounds

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