Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity

A one-pot synthesis of osmium(IV) complexes with two different tautomers of indazole, 1H-indazole and 2H-indazole, namely (H(2)ind)[Os(IV)Cl(5)(2H-ind)] (1) and (H(2)ind)[Os(IV)Cl(5)(1H-ind)] (2) is reported. Both compounds have been comprehensively characterized by NMR spectroscopy, ESI (electrospr...

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Autores principales: Büchel, Gabriel E., Stepanenko, Iryna N., Hejl, Michaela, Jakupec, Michael A., Keppler, Bernhard K., Heffeter, Petra, Berger, Walter, Arion, Vladimir B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3400055/
https://www.ncbi.nlm.nih.gov/pubmed/22687494
http://dx.doi.org/10.1016/j.jinorgbio.2012.04.001
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author Büchel, Gabriel E.
Stepanenko, Iryna N.
Hejl, Michaela
Jakupec, Michael A.
Keppler, Bernhard K.
Heffeter, Petra
Berger, Walter
Arion, Vladimir B.
author_facet Büchel, Gabriel E.
Stepanenko, Iryna N.
Hejl, Michaela
Jakupec, Michael A.
Keppler, Bernhard K.
Heffeter, Petra
Berger, Walter
Arion, Vladimir B.
author_sort Büchel, Gabriel E.
collection PubMed
description A one-pot synthesis of osmium(IV) complexes with two different tautomers of indazole, 1H-indazole and 2H-indazole, namely (H(2)ind)[Os(IV)Cl(5)(2H-ind)] (1) and (H(2)ind)[Os(IV)Cl(5)(1H-ind)] (2) is reported. Both compounds have been comprehensively characterized by NMR spectroscopy, ESI (electrospray ionization) mass spectrometry, electronic absorption spectroscopy, IR spectroscopy, cyclic voltammetry and tested for antiproliferative activity in vitro in three human cancer cell lines, CH1 (ovarian carcinoma), A549 (non-small cell lung cancer) and SW480 (colon carcinoma), as well as in vivo in a Hep3B SCID mouse xeno-transplantation model. 2H-Indazole tautomer stabilization in 1 has been confirmed by X-ray diffraction.
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spelling pubmed-34000552012-08-01 Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity Büchel, Gabriel E. Stepanenko, Iryna N. Hejl, Michaela Jakupec, Michael A. Keppler, Bernhard K. Heffeter, Petra Berger, Walter Arion, Vladimir B. J Inorg Biochem Article A one-pot synthesis of osmium(IV) complexes with two different tautomers of indazole, 1H-indazole and 2H-indazole, namely (H(2)ind)[Os(IV)Cl(5)(2H-ind)] (1) and (H(2)ind)[Os(IV)Cl(5)(1H-ind)] (2) is reported. Both compounds have been comprehensively characterized by NMR spectroscopy, ESI (electrospray ionization) mass spectrometry, electronic absorption spectroscopy, IR spectroscopy, cyclic voltammetry and tested for antiproliferative activity in vitro in three human cancer cell lines, CH1 (ovarian carcinoma), A549 (non-small cell lung cancer) and SW480 (colon carcinoma), as well as in vivo in a Hep3B SCID mouse xeno-transplantation model. 2H-Indazole tautomer stabilization in 1 has been confirmed by X-ray diffraction. Elsevier 2012-08 /pmc/articles/PMC3400055/ /pubmed/22687494 http://dx.doi.org/10.1016/j.jinorgbio.2012.04.001 Text en © 2012 Elsevier Inc. https://creativecommons.org/licenses/by-nc-nd/3.0/ Open Access under CC BY-NC-ND 3.0 (https://creativecommons.org/licenses/by-nc-nd/3.0/) license
spellingShingle Article
Büchel, Gabriel E.
Stepanenko, Iryna N.
Hejl, Michaela
Jakupec, Michael A.
Keppler, Bernhard K.
Heffeter, Petra
Berger, Walter
Arion, Vladimir B.
Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity
title Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity
title_full Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity
title_fullStr Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity
title_full_unstemmed Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity
title_short Osmium(IV) complexes with 1H- and 2H-indazoles: Tautomer identity versus spectroscopic properties and antiproliferative activity
title_sort osmium(iv) complexes with 1h- and 2h-indazoles: tautomer identity versus spectroscopic properties and antiproliferative activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3400055/
https://www.ncbi.nlm.nih.gov/pubmed/22687494
http://dx.doi.org/10.1016/j.jinorgbio.2012.04.001
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