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

Standard

Arene-Ruthenium(II) Complexes Containing 11 H-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. et al.

In: ACS Omega, Vol. 5, No. 19, 19.05.2020, p. 11167-11179.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{ca27ead3792f45be97662c80238ea72c,

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

abstract = "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.",

keywords = "ARENE-RUTHENIUM COMPLEXES, MOLECULAR-ORBITAL METHODS, HIGHLY-ACTIVE CATALYSTS, RUTHENIUM(II)-ARENE COMPLEXES, ANTITUMOR-ACTIVITY, BIOLOGICAL EVALUATION, DENSITY FUNCTIONALS, HUMAN OVARIAN, BASIS-SETS, IN-VITRO",

author = "Matveevskaya, {Vladislava V.} and Pavlov, {Dmitry I.} and Sukhikh, {Taisiya S.} and Gushchin, {Artem L.} and Ivanov, {Alexander Yu} and Tennikova, {Tatiana B.} and Sharoyko, {Vladimir V.} and Baykov, {Sergey V.} and Enrico Benassi and Potapov, {Andrei S.}",

year = "2020",

month = may,

day = "19",

doi = "10.1021/acsomega.0c01204",

language = "English",

volume = "5",

pages = "11167--11179",

journal = "ACS Omega",

issn = "2470-1343",

publisher = "American Chemical Society",

number = "19",

}

RIS

TY - JOUR

T1 - Arene-Ruthenium(II) Complexes Containing 11 H-Indeno[1,2- b]quinoxalin-11-one Derivatives and Tryptanthrin-6-oxime: Synthesis, Characterization, Cytotoxicity, and Catalytic Transfer Hydrogenation of Aryl Ketones

AU - Matveevskaya, Vladislava V.

AU - Pavlov, Dmitry I.

AU - Sukhikh, Taisiya S.

AU - Gushchin, Artem L.

AU - Ivanov, Alexander Yu

AU - Tennikova, Tatiana B.

AU - Sharoyko, Vladimir V.

AU - Baykov, Sergey V.

AU - Benassi, Enrico

AU - Potapov, Andrei S.

PY - 2020/5/19

Y1 - 2020/5/19

N2 - 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.

AB - 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.

KW - ARENE-RUTHENIUM COMPLEXES

KW - MOLECULAR-ORBITAL METHODS

KW - HIGHLY-ACTIVE CATALYSTS

KW - RUTHENIUM(II)-ARENE COMPLEXES

KW - ANTITUMOR-ACTIVITY

KW - BIOLOGICAL EVALUATION

KW - DENSITY FUNCTIONALS

KW - HUMAN OVARIAN

KW - BASIS-SETS

KW - IN-VITRO

UR - http://www.scopus.com/inward/record.url?scp=85084653075&partnerID=8YFLogxK

U2 - 10.1021/acsomega.0c01204

DO - 10.1021/acsomega.0c01204

M3 - Article

C2 - 32455240

AN - SCOPUS:85084653075

VL - 5

SP - 11167

EP - 11179

JO - ACS Omega

JF - ACS Omega

SN - 2470-1343

IS - 19

ER -

ID: 24312162