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

Vladislava V. Matveevskaya, Dmitry I. Pavlov, Taisiya S. Sukhikh, Artem L. Gushchin, Alexander Yu. Ivanov, Tatiana Tennikova, Vladimir V. Sharoyko, Sergey V. Baykov, Enrico Benassi, Аndrei S. Potapov

2020ACS Omega43 citationsDOIOpen Access PDF

Abstract

]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.

Topics & Concepts

RutheniumChemistryCytotoxicityCyclic voltammetryArylOximeCatalysisDensity functional theoryMTT assayStereochemistryTransfer hydrogenationMedicinal chemistryOrganic chemistryComputational chemistryAlkylCell growthIn vitroElectrochemistryPhysical chemistryElectrodeBiochemistryAsymmetric Hydrogenation and CatalysisSynthesis and Biological EvaluationFerrocene Chemistry and Applications
Arene–Ruthenium(II) Complexes Containing 11<i>H</i>-Indeno[1,2-<i>b</i>]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones | Litcius