Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes
The synthesis and in vitro cytotoxicity of a series of RuII(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 wi...
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2013-10-01
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| Series: | Frontiers in Chemistry |
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| Online Access: | http://journal.frontiersin.org/Journal/10.3389/fchem.2013.00027/full |
| _version_ | 1818944143564472320 |
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| author | Muhammad eHanif Muhammad eHanif Muhammad eHanif Samuel eMeier Samuel eMeier Alexey eNazarov Alexey eNazarov Alexey eNazarov Julie eRisse Anton eLegin Angela eCasini Michael A. Jakupec Michael A. Jakupec Bernhard K. Keppler Bernhard K. Keppler Christian G. Hartinger Christian G. Hartinger Christian G. Hartinger |
| author_facet | Muhammad eHanif Muhammad eHanif Muhammad eHanif Samuel eMeier Samuel eMeier Alexey eNazarov Alexey eNazarov Alexey eNazarov Julie eRisse Anton eLegin Angela eCasini Michael A. Jakupec Michael A. Jakupec Bernhard K. Keppler Bernhard K. Keppler Christian G. Hartinger Christian G. Hartinger Christian G. Hartinger |
| author_sort | Muhammad eHanif |
| collection | DOAJ |
| description | The synthesis and in vitro cytotoxicity of a series of RuII(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. |
| first_indexed | 2024-12-20T07:38:32Z |
| format | Article |
| id | doaj.art-1243bf4bb9e04c9683f012b1a8133d2f |
| institution | Directory Open Access Journal |
| issn | 2296-2646 |
| language | English |
| last_indexed | 2024-12-20T07:38:32Z |
| publishDate | 2013-10-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Chemistry |
| spelling | doaj.art-1243bf4bb9e04c9683f012b1a8133d2f2022-12-21T19:48:12ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462013-10-01110.3389/fchem.2013.0002764494Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexesMuhammad eHanif0Muhammad eHanif1Muhammad eHanif2Samuel eMeier3Samuel eMeier4Alexey eNazarov5Alexey eNazarov6Alexey eNazarov7Julie eRisse8Anton eLegin9Angela eCasini10Michael A. Jakupec11Michael A. Jakupec12Bernhard K. Keppler13Bernhard K. Keppler14Christian G. Hartinger15Christian G. Hartinger16Christian G. Hartinger17The University of AucklandUniversity of ViennaCOMSATS Institute of Information Technology AbbottabadUniversity of ViennaUniversity of Vienna, Research Platform “Translational Cancer Therapy Research”University of ViennaMoscow State UniversityEcole Polytechnique Fédérale de Lausanne (EPFL)Ecole Polytechnique Fédérale de Lausanne (EPFL)University of ViennaUniversity of GroningenUniversity of ViennaUniversity of Vienna, Research Platform “Translational Cancer Therapy Research”University of ViennaUniversity of Vienna, Research Platform “Translational Cancer Therapy Research”The University of AucklandUniversity of ViennaUniversity of Vienna, Research Platform “Translational Cancer Therapy Research”The synthesis and in vitro cytotoxicity of a series of RuII(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.http://journal.frontiersin.org/Journal/10.3389/fchem.2013.00027/fullCarbohydratesAnticancer activityBioorganometallic chemistryPhosphorus ligandsRuthenium arene compounds |
| spellingShingle | Muhammad eHanif Muhammad eHanif Muhammad eHanif Samuel eMeier Samuel eMeier Alexey eNazarov Alexey eNazarov Alexey eNazarov Julie eRisse Anton eLegin Angela eCasini Michael A. Jakupec Michael A. Jakupec Bernhard K. Keppler Bernhard K. Keppler Christian G. Hartinger Christian G. Hartinger Christian G. Hartinger Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes Frontiers in Chemistry Carbohydrates Anticancer activity Bioorganometallic chemistry Phosphorus ligands Ruthenium arene compounds |
| title | Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes |
| title_full | Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes |
| title_fullStr | Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes |
| title_full_unstemmed | Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes |
| title_short | Influence of the π-coordinated arene on the anticancer activity of ruthenium(II) carbohydrate organometallic complexes |
| title_sort | influence of the π coordinated arene on the anticancer activity of ruthenium ii carbohydrate organometallic complexes |
| topic | Carbohydrates Anticancer activity Bioorganometallic chemistry Phosphorus ligands Ruthenium arene compounds |
| url | http://journal.frontiersin.org/Journal/10.3389/fchem.2013.00027/full |
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