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Arene–Ruthenium(II) Complexes Containing 11H-Indeno[1,2-b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones

[Image: see text] A series of novel mono- and binuclear arene–ruthenium(II) complexes [(p-cym)Ru(L)Cl] containing 11H-indeno[1,2-b]quinoxalin-11-one derivatives or tryptanthrin-6-oxime were synthesized and characterized by X-ray crystallography, IR, NMR spectroscopy, cyclic voltammetry, and elementa...

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Autores principales: Matveevskaya, Vladislava V., Pavlov, Dmitry I., Sukhikh, Taisiya S., Gushchin, Artem L., Ivanov, Alexander Yu., Tennikova, Tatiana B., Sharoyko, Vladimir V., Baykov, Sergey V., Benassi, Enrico, Potapov, Andrei S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7241045/
https://www.ncbi.nlm.nih.gov/pubmed/32455240
http://dx.doi.org/10.1021/acsomega.0c01204
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author Matveevskaya, Vladislava V.
Pavlov, Dmitry I.
Sukhikh, Taisiya S.
Gushchin, Artem L.
Ivanov, Alexander Yu.
Tennikova, Tatiana B.
Sharoyko, Vladimir V.
Baykov, Sergey V.
Benassi, Enrico
Potapov, Andrei S.
author_facet Matveevskaya, Vladislava V.
Pavlov, Dmitry I.
Sukhikh, Taisiya S.
Gushchin, Artem L.
Ivanov, Alexander Yu.
Tennikova, Tatiana B.
Sharoyko, Vladimir V.
Baykov, Sergey V.
Benassi, Enrico
Potapov, Andrei S.
author_sort Matveevskaya, Vladislava V.
collection PubMed
description [Image: see text] A series of novel mono- and binuclear arene–ruthenium(II) complexes [(p-cym)Ru(L)Cl] containing 11H-indeno[1,2-b]quinoxalin-11-one derivatives or tryptanthrin-6-oxime were synthesized and characterized by X-ray crystallography, IR, NMR spectroscopy, cyclic voltammetry, and elemental analysis. Theoretical calculations invoking singlet state geometry optimization, solvation effects, and noncovalent interactions were done using density functional theory (DFT). DFT calculations were also applied to evaluate the electronic properties, and time-dependent DFT was applied to clarify experimental UV–vis results. Cytotoxicity for cancerous and noncancerous human cell lines was evaluated with cell viability MTT assay. Complexes demonstrated a moderate cytotoxic effect toward cancerous human cell line PANC-1. The catalytic activity of the complexes was evaluated in transfer hydrogenation of aryl ketones. All complexes exhibited good catalytic activity and functional group tolerance.
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spelling pubmed-72410452020-05-22 Arene–Ruthenium(II) Complexes Containing 11H-Indeno[1,2-b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones Matveevskaya, Vladislava V. Pavlov, Dmitry I. Sukhikh, Taisiya S. Gushchin, Artem L. Ivanov, Alexander Yu. Tennikova, Tatiana B. Sharoyko, Vladimir V. Baykov, Sergey V. Benassi, Enrico Potapov, Andrei S. ACS Omega [Image: see text] A series of novel mono- and binuclear arene–ruthenium(II) complexes [(p-cym)Ru(L)Cl] containing 11H-indeno[1,2-b]quinoxalin-11-one derivatives or tryptanthrin-6-oxime were synthesized and characterized by X-ray crystallography, IR, NMR spectroscopy, cyclic voltammetry, and elemental analysis. Theoretical calculations invoking singlet state geometry optimization, solvation effects, and noncovalent interactions were done using density functional theory (DFT). DFT calculations were also applied to evaluate the electronic properties, and time-dependent DFT was applied to clarify experimental UV–vis results. Cytotoxicity for cancerous and noncancerous human cell lines was evaluated with cell viability MTT assay. Complexes demonstrated a moderate cytotoxic effect toward cancerous human cell line PANC-1. The catalytic activity of the complexes was evaluated in transfer hydrogenation of aryl ketones. All complexes exhibited good catalytic activity and functional group tolerance. American Chemical Society 2020-05-07 /pmc/articles/PMC7241045/ /pubmed/32455240 http://dx.doi.org/10.1021/acsomega.0c01204 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Matveevskaya, Vladislava V.
Pavlov, Dmitry I.
Sukhikh, Taisiya S.
Gushchin, Artem L.
Ivanov, Alexander Yu.
Tennikova, Tatiana B.
Sharoyko, Vladimir V.
Baykov, Sergey V.
Benassi, Enrico
Potapov, Andrei S.
Arene–Ruthenium(II) Complexes Containing 11H-Indeno[1,2-b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones
title Arene–Ruthenium(II) Complexes Containing 11H-Indeno[1,2-b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones
title_full Arene–Ruthenium(II) Complexes Containing 11H-Indeno[1,2-b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones
title_fullStr Arene–Ruthenium(II) Complexes Containing 11H-Indeno[1,2-b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones
title_full_unstemmed Arene–Ruthenium(II) Complexes Containing 11H-Indeno[1,2-b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones
title_short Arene–Ruthenium(II) Complexes Containing 11H-Indeno[1,2-b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones
title_sort arene–ruthenium(ii) complexes containing 11h-indeno[1,2-b]quinoxalin-11-one derivatives and tryptanthrin-6-oxime: synthesis, characterization, cytotoxicity, and catalytic transfer hydrogenation of aryl ketones
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7241045/
https://www.ncbi.nlm.nih.gov/pubmed/32455240
http://dx.doi.org/10.1021/acsomega.0c01204
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