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<article xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xmlns:ali="http://www.niso.org/schemas/ali/1.0/" article-type="research-article" dtd-version="1.2" xml:lang="en"><front><journal-meta><journal-id journal-id-type="publisher-id">Russian Journal of General Chemistry</journal-id><journal-title-group><journal-title xml:lang="en">Russian Journal of General Chemistry</journal-title><trans-title-group xml:lang="ru"><trans-title>Журнал общей химии</trans-title></trans-title-group></journal-title-group><issn publication-format="print">0044-460X</issn><issn publication-format="electronic">3034-5596</issn><publisher><publisher-name xml:lang="en">The Russian Academy of Sciences</publisher-name></publisher></journal-meta><article-meta><article-id pub-id-type="publisher-id">666977</article-id><article-id pub-id-type="doi">10.31857/S0044460X23060161</article-id><article-id pub-id-type="edn">FNJMGL</article-id><article-categories><subj-group subj-group-type="toc-heading" xml:lang="en"><subject>Articles</subject></subj-group><subj-group subj-group-type="toc-heading" xml:lang="ru"><subject>Статьи</subject></subj-group><subj-group subj-group-type="article-type"><subject>Research Article</subject></subj-group></article-categories><title-group><article-title xml:lang="en">Copper(II) сomplexes with 2-hydrохy-5-ethylphenylphosphosphonic acid: synthesis, structure, cytotoxicity, and accumulation in HeLa cells</article-title><trans-title-group xml:lang="ru"><trans-title>Комплексы меди(II) с 2-гидрокcи-5-этилфенилфосфоновой кислотой: синтез, строение, цитотоксичность и накоплениe в клетках HeLa</trans-title></trans-title-group></title-group><contrib-group><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Rogacheva</surname><given-names>Yu. I.</given-names></name><name xml:lang="ru"><surname>Рогачева</surname><given-names>Ю. И</given-names></name></name-alternatives><xref ref-type="aff" rid="aff1"/></contrib><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Lapshina</surname><given-names>M. A</given-names></name><name xml:lang="ru"><surname>Лапшина</surname><given-names>М. А</given-names></name></name-alternatives><xref ref-type="aff" rid="aff1"/></contrib><contrib contrib-type="author"><name-alternatives><name xml:lang="en"><surname>Baulin</surname><given-names>V. E</given-names></name><name xml:lang="ru"><surname>Баулин</surname><given-names>В. Е</given-names></name></name-alternatives><email>mager1988@gmail.com</email><xref ref-type="aff" rid="aff1"/></contrib></contrib-group><aff-alternatives id="aff1"><aff><institution xml:lang="en">Institute of Physiologically Active Substances of the Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of the Russian Academy of Sciences</institution></aff><aff><institution xml:lang="ru">Институт физиологически активных веществ Федерального исследовательского центра проблем химической физики и медицинской химии Российской академии наук</institution></aff></aff-alternatives><pub-date date-type="pub" iso-8601-date="2023-06-15" publication-format="electronic"><day>15</day><month>06</month><year>2023</year></pub-date><volume>93</volume><issue>6</issue><issue-title xml:lang="en">NO6 (2023)</issue-title><issue-title xml:lang="ru">№6 (2023)</issue-title><fpage>967</fpage><lpage>977</lpage><history><date date-type="received" iso-8601-date="2025-02-26"><day>26</day><month>02</month><year>2025</year></date></history><permissions><copyright-statement xml:lang="en">Copyright ©; 2023, Russian Academy of Sciences</copyright-statement><copyright-statement xml:lang="ru">Copyright ©; 2023, Российская академия наук</copyright-statement><copyright-year>2023</copyright-year><copyright-holder xml:lang="en">Russian Academy of Sciences</copyright-holder><copyright-holder xml:lang="ru">Российская академия наук</copyright-holder></permissions><self-uri xlink:href="https://transsyst.ru/0044-460X/article/view/666977">https://transsyst.ru/0044-460X/article/view/666977</self-uri><abstract xml:lang="en"><p>In order to study the physicochemical and biological properties of the coordination compounds of bioactive metal ions with 2-hydroxyphenylphosphonic acid derivatives, the reaction of 2-hydroxy-5-ethylphenylphosphonic acid (Н<sub>3</sub>L<sup>1</sup>) with copper(II) perchlorate, sulfate, nitrate, and acetate in water was studied for the first time. It has been established that, regardless of the ratio of reagents, in the case of copper(II) perchlorate, sulfate, and nitrate, a complex of the composition [Cu(H<sub>2</sub>L<sup>1</sup>)<sub>2</sub>(Н<sub>2</sub>О)<sub>2</sub>] is formed in high yield, while in the case of using copper(II) acetate a complex [Cu(HL<sup>1</sup>)(H<sub>2</sub>O)<sub>2</sub>] is formed, the composition of which is established on the basis of a combination of elemental analysis data, IR and electronic spectra. Quantum-chemical calculations of the structure of [Cu(H<sub>2</sub>L<sup>1</sup>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>] and [Cu(HL<sup>1</sup>)(H<sub>2</sub>O)<sub>2</sub>] complexes were performed for the first time by the density functional theory (DFT) method. The cytotoxic properties of H<sub>3</sub>L<sup><sup>1 </sup></sup>acid and copper complexes [Cu(HL<sup>1</sup>)(H<sub>2</sub>O)<sub>2</sub>] and [Cu(H<sub>2</sub>L<sup>1</sup>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>] with respect to HeLa tumor cells of human cervical adenocarcinoma were studied. The accumulation of the resulting copper(II) complexes in HeLa cells was proved by laser confocal microscopy.</p></abstract><trans-abstract xml:lang="ru"><p>С целью исследования физико-химических и биологических свойств координационных соединений ионов биоактивных металлов с производными 2-гидроксифенилфосфоновой кислоты впервые изучено взаимодействие 2-гидрокси-5-этилфенилфосфоновой кислоты (Н<sub>3</sub>L<sup>1</sup>) с перхлоратом, сульфатом, нитратом и ацетатом меди(II) в воде. Установлено, что вне зависимости от соотношения реагентов в случае перхлората, сульфата и нитрата меди(II) с высоким выходом образуется комплекс состава [Cu(H<sub>2</sub>L<sup>1</sup>)<sub>2</sub>(Н<sub>2</sub>О)<sub>2</sub>], в то время как в при использовании ацетата меди(II) образуется комплекс [Cu(HL<sup>1</sup>)(H<sub>2</sub>O)<sub>2</sub>], состав которого установлен на основании совокупности данных элементного анализа, ИК и электронной спектроскопии. Впервые выполнены квантово-химические расчеты для комплексов [Cu(H<sub>2</sub>L<sup>1</sup>)<sub>2</sub>(Н<sub>2</sub>О)<sub>2</sub>] и [Cu(HL<sup>1</sup>)(H<sub>2</sub>O)<sub>2</sub>] методом теории функционала плотности (DFT). Исследованы цитотоксические свойства кислоты Н<sub>3</sub>L<sup>1</sup> и комплексов меди(II) состава [Cu(HL<sup>1</sup>)(H<sub>2</sub>O)<sub>2</sub>] и [Cu(H<sub>2</sub>L<sup>1</sup>)<sub>2</sub>(Н<sub>2</sub>О)<sub>2</sub>] по отношению к опухолевым клеткам HeLa - аденокарциномы шейки матки человека. Методом лазерной конфокальной микроскопии доказано накопление полученных комплексов меди(II) в клетках HeLa.</p></trans-abstract><kwd-group xml:lang="en"><kwd>2-hydroxy-5-ethylphenylphosphonic acid</kwd><kwd>copper(II) complexes</kwd><kwd>HeLa cells</kwd><kwd>laser confocal microscopy</kwd></kwd-group><kwd-group xml:lang="ru"><kwd>2-гидроксифенил-5-этилфосфоновая кислота</kwd><kwd>комплексы меди(II)</kwd><kwd>клетки HeLa</kwd><kwd>токсичность</kwd><kwd>лазерная конфокальная микроскопия</kwd></kwd-group></article-meta></front><body></body><back><ref-list><ref id="B1"><label>1.</label><mixed-citation>Zhang C., Lippard S. // Curr. Opin. Chem. Biol. 2003. Vol. 7. P. 481. doi 10.1016/s1367-5931(03)00081-4</mixed-citation></ref><ref id="B2"><label>2.</label><mixed-citation>Hambley T. // Science. 2007. Vol. 318. P. 1392. doi 10.1126/science.1150504</mixed-citation></ref><ref id="B3"><label>3.</label><mixed-citation>Barry N., Sadler P. // ACS Nano. 2013. Vol. 7. 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