Synthesis of New 1,4-Naphthoquinone Fluorosulfate Derivatives and the Study of Their Biological and Electrochemical Properties

Bibliographic Details
Parent link:International Journal of Molecular Sciences.— .— Basel: MDPI AG
Vol. 25, iss. 22.— 2024.— Article number 12245, 25 p.
Corporate Author: National Research Tomsk Polytechnic University
Other Authors: 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
Summary: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
Published: 2024
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Online Access:http://earchive.tpu.ru/handle/11683/132454
https://doi.org/10.3390/ijms252212245
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=677822