dc.contributor.author |
Kubanik, M |
en |
dc.contributor.author |
Holtkamp, Hannah |
en |
dc.contributor.author |
Soehnel, Tilo |
en |
dc.contributor.author |
Jamieson, Stephen |
en |
dc.contributor.author |
Hartinger, Christian |
en |
dc.date.accessioned |
2017-07-12T22:14:09Z |
en |
dc.date.issued |
2015-12 |
en |
dc.identifier.citation |
Organometallics 34(23):5658-5668 Dec 2015 |
en |
dc.identifier.issn |
0276-7333 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/34196 |
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 |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
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 |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
515578 |
en |
pubs.org-id |
Medical and Health Sciences |
en |
pubs.org-id |
Medical Sciences |
en |
pubs.org-id |
Pharmacology |
en |
pubs.org-id |
Science |
en |
pubs.org-id |
Chemistry |
en |
pubs.org-id |
Science Research |
en |
pubs.org-id |
Maurice Wilkins Centre (2010-2014) |
en |
dc.identifier.eissn |
1520-6041 |
en |
pubs.record-created-at-source-date |
2017-07-13 |
en |