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
| Parent link: | International Journal of Molecular Sciences.— .— Basel: MDPI AG Vol. 25, iss. 22.— 2024.— Article number 12245, 25 p. |
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| Outros Autores: | , , , , , , , , |
| 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
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| 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 | ||
| 336 | |a Текстовый файл | ||
| 461 | 1 | |t International Journal of Molecular Sciences |c Basel |n MDPI AG | |
| 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 | |
| 610 | 1 | |a электронный ресурс | |
| 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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