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Ruthenium− and Osmium−Arene Complexes of 2-Substituted Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties, and Antiproliferative Activity
[Image: see text] The synthesis of new modified indolo[3,2-c]quinoline ligands L(1)−L(8) with metal-binding sites is reported. By coordination to ruthenium− and osmium−arene moieties 16 complexes of the type [(η(6)-p-cymene)M(L)Cl]Cl (1a,b−8a,b), where M is Ru(II) or Os(II) and L is L(1)−L(8), have...
Autores principales: | , , , , , , , |
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Formato: | Texto |
Lenguaje: | English |
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American Chemical Society
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3022494/ https://www.ncbi.nlm.nih.gov/pubmed/21253447 http://dx.doi.org/10.1021/om101004z |
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author | Filak, Lukas K. Mühlgassner, Gerhard Bacher, Felix Roller, Alexander Galanski, Markus Jakupec, Michael A. Keppler, Bernhard K. Arion, Vladimir B. |
author_facet | Filak, Lukas K. Mühlgassner, Gerhard Bacher, Felix Roller, Alexander Galanski, Markus Jakupec, Michael A. Keppler, Bernhard K. Arion, Vladimir B. |
author_sort | Filak, Lukas K. |
collection | PubMed |
description | [Image: see text] The synthesis of new modified indolo[3,2-c]quinoline ligands L(1)−L(8) with metal-binding sites is reported. By coordination to ruthenium− and osmium−arene moieties 16 complexes of the type [(η(6)-p-cymene)M(L)Cl]Cl (1a,b−8a,b), where M is Ru(II) or Os(II) and L is L(1)−L(8), have been prepared. All compounds were comprehensively characterized by elemental analysis, electrospray ionization mass spectrometry, IR, UV−vis, and NMR spectroscopy, thermogravimetric analysis, and single-crystal X-ray diffraction (2a, 4a, 4b, 5a, 7a, and 7b). The complexes were tested for antiproliferative activity in vitro in three human cancer cell lines, namely, CH1 (ovarian carcinoma), SW480 (colon adenocarcinoma), and A549 (non-small-cell lung cancer), yielding IC(50) values in the submicromolar or low micromolar range. |
format | Text |
id | pubmed-3022494 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-30224942011-01-18 Ruthenium− and Osmium−Arene Complexes of 2-Substituted Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties, and Antiproliferative Activity Filak, Lukas K. Mühlgassner, Gerhard Bacher, Felix Roller, Alexander Galanski, Markus Jakupec, Michael A. Keppler, Bernhard K. Arion, Vladimir B. Organometallics [Image: see text] The synthesis of new modified indolo[3,2-c]quinoline ligands L(1)−L(8) with metal-binding sites is reported. By coordination to ruthenium− and osmium−arene moieties 16 complexes of the type [(η(6)-p-cymene)M(L)Cl]Cl (1a,b−8a,b), where M is Ru(II) or Os(II) and L is L(1)−L(8), have been prepared. All compounds were comprehensively characterized by elemental analysis, electrospray ionization mass spectrometry, IR, UV−vis, and NMR spectroscopy, thermogravimetric analysis, and single-crystal X-ray diffraction (2a, 4a, 4b, 5a, 7a, and 7b). The complexes were tested for antiproliferative activity in vitro in three human cancer cell lines, namely, CH1 (ovarian carcinoma), SW480 (colon adenocarcinoma), and A549 (non-small-cell lung cancer), yielding IC(50) values in the submicromolar or low micromolar range. American Chemical Society 2010-12-27 2011-01-24 /pmc/articles/PMC3022494/ /pubmed/21253447 http://dx.doi.org/10.1021/om101004z Text en Copyright © 2010 American Chemical Society http://pubs.acs.org This is an open-access article distributed under the ACS AuthorChoice Terms & Conditions. Any use of this article, must conform to the terms of that license which are available at http://pubs.acs.org. |
spellingShingle | Filak, Lukas K. Mühlgassner, Gerhard Bacher, Felix Roller, Alexander Galanski, Markus Jakupec, Michael A. Keppler, Bernhard K. Arion, Vladimir B. Ruthenium− and Osmium−Arene Complexes of 2-Substituted Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties, and Antiproliferative Activity |
title | Ruthenium− and Osmium−Arene Complexes of 2-Substituted Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties, and Antiproliferative Activity |
title_full | Ruthenium− and Osmium−Arene Complexes of 2-Substituted Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties, and Antiproliferative Activity |
title_fullStr | Ruthenium− and Osmium−Arene Complexes of 2-Substituted Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties, and Antiproliferative Activity |
title_full_unstemmed | Ruthenium− and Osmium−Arene Complexes of 2-Substituted Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties, and Antiproliferative Activity |
title_short | Ruthenium− and Osmium−Arene Complexes of 2-Substituted Indolo[3,2-c]quinolines: Synthesis, Structure, Spectroscopic Properties, and Antiproliferative Activity |
title_sort | ruthenium− and osmium−arene complexes of 2-substituted indolo[3,2-c]quinolines: synthesis, structure, spectroscopic properties, and antiproliferative activity |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3022494/ https://www.ncbi.nlm.nih.gov/pubmed/21253447 http://dx.doi.org/10.1021/om101004z |
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