Comparative solution equilibrium studies of antitumor ruthenium(η6-p-cymene) and rhodium(η5-C5Me5) complexes of 8-hydroxyquinolines
Complex formation processes of [Ru(η6-p-cymene)(H2O)3]+ and [Rh(η5-C5Me5)(H2O)3]+ organometallic cations with 8-hydroxyquinoline (HQ) ligands were studied in aqueous solution by the combined use of 1H NMR spectroscopy, UV-visible spectrophotometry and pH-potentiometry. Solution stability, chloride i...
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| Dokumentumtípus: | Cikk |
| Megjelent: |
2017
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| Sorozat: | DALTON TRANSACTIONS
46 No. 13 |
| doi: | 10.1039/C7DT00439G |
| mtmt: | 3195672 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/16029 |
| LEADER | 02863nab a2200253 i 4500 | ||
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| 040 | |a SZTE Publicatio Repozitórium |b hun | ||
| 041 | |a angol | ||
| 100 | 1 | |a Dömötör Orsolya | |
| 245 | 1 | 0 | |a Comparative solution equilibrium studies of antitumor ruthenium(η6-p-cymene) and rhodium(η5-C5Me5) complexes of 8-hydroxyquinolines |h [elektronikus dokumentum] / |c Dömötör Orsolya |
| 260 | |c 2017 | ||
| 300 | |a 4382-4396 | ||
| 490 | 0 | |a DALTON TRANSACTIONS |v 46 No. 13 | |
| 520 | 3 | |a Complex formation processes of [Ru(η6-p-cymene)(H2O)3]+ and [Rh(η5-C5Me5)(H2O)3]+ organometallic cations with 8-hydroxyquinoline (HQ) ligands were studied in aqueous solution by the combined use of 1H NMR spectroscopy, UV-visible spectrophotometry and pH-potentiometry. Solution stability, chloride ion affinity and lipophilicity of the complexes were characterized together with the in vitro cytotoxicity against a pair of cancer cell lines, responsive and resistant to classic chemotherapy. The solid phase structure of the [Rh(η5-C5Me5)(8-quinolinolato)(Cl)] complex was characterized by single-crystal X-ray diffraction analysis. In addition to the unsubstituted HQ its 7-(1-piperidinylmethyl) (PHQ) and 5-sulfonate (HQS) derivatives were involved. PHQ has a significant preference for targeting multidrug resistant cancer cell lines, while HQS served as a water soluble model compound. The equilibrium studies revealed the formation of mono[M(L)(H2O)] complexes with prominently high solution stability, which predominate at physiological pH even in the micromolar concentration range, and the formation of mixed hydroxido [M(L)(OH)] complexes was characterized by relatively high pKa values (8.5–10.3). In comparison to the Rh(η5-C5Me5) species the complexation process with Ru(η6-p-cymene) is much slower, and both the pKa values and the H2O/Cl− co-ligand exchange constants are lower by 1–1.5 orders of magnitude. The stability order obtained for these organometallic complexes is as follows: HQS > HQ > PHQ. The cytotoxicity of the ligands and their Ru(η6-p-cymene) and Rh(η5-C5Me5) complexes was investigated against MES-SA (human uterine sarcoma) cell line and its multidrug resistant counterpart (MES-SA/Dx5). HQ and its complexes show similar cytotoxicity in both cell lines. In contrast, PHQ and its Rh(η5-C5Me5) complex are more potent against MES-SA/Dx5 cells, while this selectivity could not be observed for the Ru(η6-p-cymene) complex. | |
| 700 | 0 | 1 | |a Pape Veronika |e aut |
| 700 | 0 | 1 | |a May Nóra Veronika |e aut |
| 700 | 0 | 1 | |a Szakács Gergely |e aut |
| 700 | 0 | 1 | |a Enyedy Éva Anna |e aut |
| 856 | 4 | 0 | |u http://publicatio.bibl.u-szeged.hu/16029/1/c7dt00439g.pdf |z Dokumentum-elérés |