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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...

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Autores principales: Filak, Lukas K., Mühlgassner, Gerhard, Bacher, Felix, Roller, Alexander, Galanski, Markus, Jakupec, Michael A., Keppler, Bernhard K., Arion, Vladimir B.
Formato: Texto
Lenguaje:English
Publicado: American Chemical Society 2010
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.
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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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