Synthesis of New 1,4-Naphthoquinone Fluorosulfate Derivatives and the Study of Their Biological and Electrochemical Properties; International Journal of Molecular Sciences; Vol. 25, iss. 22

Detalhes bibliográficos
Parent link:International Journal of Molecular Sciences.— .— Basel: MDPI AG
Vol. 25, iss. 22.— 2024.— Article number 12245, 25 p.
Autor Corporativo: National Research Tomsk Polytechnic University
Outros Autores: Aseeva N. V. Natalya Valerevna, Danilenko N. V. Nadezhda Viktorovna, Plotnikov E. V. Evgeny Vladimirovich, Korotkova E. I. Elena Ivanovna, Lipskikh O. I. Olga Ivanovna, Solomonenko A. N. Anna Nikolaevna, Erkovich A. V. Alina Vadimovna, Eskova D. D. Darjya Dmitrievna, Khlebnikov A. I. Andrey Ivanovich
Resumo:Title screen
This study presents the synthesis of new fluorosulfate derivatives of 1,4-naphthoquinone by the SuFEx reaction. Anticancer properties of obtained compounds were studied on PC-3 (prostate adenocarcinoma), SKOV-3 (ovarian cancer), MCF-7 (breast cancer), and Jurkat cell lines. All the studied compounds showed higher cytotoxic effects than Cisplatin. The DFT method was applied to determine the electronic structure characteristics of 1,4-naphthoquinone derivatives associated with cytotoxicity. A method of determination of 2,3-dichloro-1,4-naphthoquinone (NQ), 3-chloro-2-((4-hydroxyphenylamino)-1,4-naphthoquinone (NQ1), and 4-((3-chloro-1,4-naphthoquinon-2-yl)amino)phenyl fluorosulfate (NQS) in a pharmaceutical substance using an impregnated graphite electrode (IMGE) was developed. The morphology of the IMGE surface was studied using scanning electron microscopy (SEM). The electrochemical behavior of NQ, NQ1, and NQS was studied by cyclic voltammetry (CV) in 0.1 M NaClO4 (96% ethanol solution) at pH 4.0 in a potential range from −1 to +1.2 V. Electrochemical redox mechanisms for the investigated compounds were proposed based on the determining main features of the electrochemical processes. Calibration curves were obtained by linear scan voltammetry in the first derivative mode (LSVFD) with the detection limit (LOD) 7.2 × 10−6 mol·L−1 for NQ, 8 × 10−7 mol·L−1 for NQ1, and 8.6 × 10−8 mol·L−1 for NQS, respectively
Текстовый файл
Idioma:inglês
Publicado em: 2024
Assuntos:
Acesso em linha:http://earchive.tpu.ru/handle/11683/132454
https://doi.org/10.3390/ijms252212245
Formato: xMaterials Recurso Electrónico Capítulo de Livro
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=677822

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200 1 |a Synthesis of New 1,4-Naphthoquinone Fluorosulfate Derivatives and the Study of Their Biological and Electrochemical Properties  |f Natalia V. Aseeva, Nadezhda V. Danilenko, Evgenii V. Plotnikov [et al.] 
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330 |a This study presents the synthesis of new fluorosulfate derivatives of 1,4-naphthoquinone by the SuFEx reaction. Anticancer properties of obtained compounds were studied on PC-3 (prostate adenocarcinoma), SKOV-3 (ovarian cancer), MCF-7 (breast cancer), and Jurkat cell lines. All the studied compounds showed higher cytotoxic effects than Cisplatin. The DFT method was applied to determine the electronic structure characteristics of 1,4-naphthoquinone derivatives associated with cytotoxicity. A method of determination of 2,3-dichloro-1,4-naphthoquinone (NQ), 3-chloro-2-((4-hydroxyphenylamino)-1,4-naphthoquinone (NQ1), and 4-((3-chloro-1,4-naphthoquinon-2-yl)amino)phenyl fluorosulfate (NQS) in a pharmaceutical substance using an impregnated graphite electrode (IMGE) was developed. The morphology of the IMGE surface was studied using scanning electron microscopy (SEM). The electrochemical behavior of NQ, NQ1, and NQS was studied by cyclic voltammetry (CV) in 0.1 M NaClO4 (96% ethanol solution) at pH 4.0 in a potential range from −1 to +1.2 V. Electrochemical redox mechanisms for the investigated compounds were proposed based on the determining main features of the electrochemical processes. Calibration curves were obtained by linear scan voltammetry in the first derivative mode (LSVFD) with the detection limit (LOD) 7.2 × 10−6 mol·L−1 for NQ, 8 × 10−7 mol·L−1 for NQ1, and 8.6 × 10−8 mol·L−1 for NQS, respectively 
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463 1 |t Vol. 25, iss. 22  |d 2024  |v Article number 12245, 25 p. 
610 1 |a 1,4-naphthoquinone fluorosulfate derivatives 
610 1 |a SuFEx reaction 
610 1 |a anticancer properties 
610 1 |a impregnated graphite electrode 
610 1 |a voltammetry 
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610 1 |a труды учёных ТПУ 
701 1 |a Aseeva  |b N. V.  |c Chemical engineer  |c Engineer of Tomsk Polytechnic University  |f 1995-  |g Natalya Valerevna  |9 22125 
701 1 |a Danilenko  |b N. V.  |c chemical engineer  |c Research Engineer, Tomsk Polytechnic University  |f 1992-  |g Nadezhda Viktorovna  |9 20416 
701 1 |a Plotnikov  |b E. V.  |c chemist  |c Associate Professor of Tomsk Polytechnic University, Candidate of Chemical Sciences  |f 1983-  |g Evgeny Vladimirovich  |9 16417 
701 1 |a Korotkova  |b E. I.  |c chemist  |c Professor of Tomsk Polytechnic University, Doctor of chemical science  |f 1965-  |g Elena Ivanovna  |9 15456 
701 1 |a Lipskikh  |b O. I.  |c chemist  |c engineer of Tomsk Polytechnic University  |f 1984-  |g Olga Ivanovna  |9 20803 
701 1 |a Solomonenko  |b A. N.  |c Chemical engineer  |c Engineer of Tomsk Polytechnic University  |f 1995-  |g Anna Nikolaevna  |9 22606 
701 1 |a Erkovich  |b A. V.  |c chemical technologist  |c engineer of Tomsk Polytechnic University  |f 1997-  |g Alina Vadimovna  |9 23015 
701 1 |a Eskova  |b D. D.  |g Darjya Dmitrievna  |f 2003-  |c biotechnologist  |c laboratory assistant of Tomsk Polytechnic University  |9 88808 
701 1 |a Khlebnikov  |b A. I.  |c Chemist  |c Professor of Tomsk Polytechnic University  |f 1963-  |g Andrey Ivanovich  |9 17500 
712 0 2 |a National Research Tomsk Polytechnic University  |c (2009- )  |9 27197 
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