Cargando…
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...
Autores principales: | , , , , , , , , , |
---|---|
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 |
_version_ | 1783537013860859904 |
---|---|
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. |
format | Online Article Text |
id | pubmed-7241045 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT matveevskayavladislavav arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT pavlovdmitryi arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT sukhikhtaisiyas arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT gushchinarteml arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT ivanovalexanderyu arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT tennikovatatianab arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT sharoykovladimirv arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT baykovsergeyv arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT benassienrico arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones AT potapovandreis arenerutheniumiicomplexescontaining11hindeno12bquinoxalin11onederivativesandtryptanthrin6oximesynthesischaracterizationcytotoxicityandcatalytictransferhydrogenationofarylketones |