Impact of the Halogen Substitution Pattern on the Biological Activity of Organoruthenium 8-Hydroxyquinoline Anticancer Agents

Show simple item record Kubanik, M en Holtkamp, Hannah en Soehnel, Tilo en Jamieson, Stephen en Hartinger, Christian en 2017-07-12T22:14:09Z en 2015-12 en
dc.identifier.citation Organometallics 34(23):5658-5668 Dec 2015 en
dc.identifier.issn 0276-7333 en
dc.identifier.uri en
dc.description.abstract 8-Hydroxyquinoline and its derivatives have a broad variety of pharmacological properties, which make them an ideal bioactive building block in the development of metal-based anticancer drugs. In this account we aimed to rationalize the antiproliferative efficacy of organoruthenium compounds featuring 8-hydroxyquinoline-derived ligands and to elucidate structural determinants by using biological assays and bioanalytical methods. By systematically varying the halide substitution pattern at the 5- and 7-positions of the 8-hydroxyquinoline ligand, as well as the halido leaving group, a series of 5,7-dihalido-8-hydroxyquinoline RuII(η6-p-cymene) complexes were obtained. Studies on their cytotoxic activity revealed the minor impact of the substitution pattern (with the exception of complexes of 8-hydroxyquinoline) on their activity. Notably, the cellular accumulation showed no correlation with the cytotoxic activity, while the nature of the halido leaving group only had a significant influence in the case of the 8-hydroxyquinoline organoruthenium compounds. However, the compounds were shown to be very stable under a wide variety of pH conditions, making them possible candidates for further development as orally active anticancer agents. en
dc.publisher American Chemical Society en
dc.relation.ispartofseries Organometallics en
dc.rights Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. en
dc.rights.uri en
dc.title Impact of the Halogen Substitution Pattern on the Biological Activity of Organoruthenium 8-Hydroxyquinoline Anticancer Agents en
dc.type Journal Article en
dc.identifier.doi 10.1021/acs.organomet.5b00868 en
pubs.issue 23 en
pubs.begin-page 5658 en
pubs.volume 34 en
dc.rights.holder Copyright: American Chemical Society en
pubs.end-page 5668 en
pubs.publication-status Published en
dc.rights.accessrights en
pubs.subtype Article en
pubs.elements-id 515578 en Medical and Health Sciences en Medical Sciences en Pharmacology en Science en Chemistry en Science Research en Maurice Wilkins Centre (2010-2014) en
dc.identifier.eissn 1520-6041 en
pubs.record-created-at-source-date 2017-07-13 en

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