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α-Diimine Cisplatin Derivatives: Synthesis, Structure, Cyclic Voltammetry and Cytotoxicity

Three new Pt(II) complexes [(dpp-DAD)PtCl(2)] (I), [(Mes-DAD(Me)(2))PtCl(2)] (II) and [(dpp-DAD(Me)(2))PtCl(2)] (III) were synthesized by the direct reaction of [(CH(3)CN)(2)PtCl(2)] and corresponding redox-active 1,4-diaza-1,3-butadienes (DAD). The compounds were isolated in a single crystal form a...

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Autores principales: Yambulatov, Dmitriy S., Lutsenko, Irina A., Nikolaevskii, Stanislav A., Petrov, Pavel A., Smolyaninov, Ivan V., Malyants, Irina K., Shender, Victoria O., Kiskin, Mikhail A., Sidorov, Alexey A., Berberova, Nadezhda T., Eremenko, Igor L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9737600/
https://www.ncbi.nlm.nih.gov/pubmed/36500668
http://dx.doi.org/10.3390/molecules27238565
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author Yambulatov, Dmitriy S.
Lutsenko, Irina A.
Nikolaevskii, Stanislav A.
Petrov, Pavel A.
Smolyaninov, Ivan V.
Malyants, Irina K.
Shender, Victoria O.
Kiskin, Mikhail A.
Sidorov, Alexey A.
Berberova, Nadezhda T.
Eremenko, Igor L.
author_facet Yambulatov, Dmitriy S.
Lutsenko, Irina A.
Nikolaevskii, Stanislav A.
Petrov, Pavel A.
Smolyaninov, Ivan V.
Malyants, Irina K.
Shender, Victoria O.
Kiskin, Mikhail A.
Sidorov, Alexey A.
Berberova, Nadezhda T.
Eremenko, Igor L.
author_sort Yambulatov, Dmitriy S.
collection PubMed
description Three new Pt(II) complexes [(dpp-DAD)PtCl(2)] (I), [(Mes-DAD(Me)(2))PtCl(2)] (II) and [(dpp-DAD(Me)(2))PtCl(2)] (III) were synthesized by the direct reaction of [(CH(3)CN)(2)PtCl(2)] and corresponding redox-active 1,4-diaza-1,3-butadienes (DAD). The compounds were isolated in a single crystal form and their molecular structures were determined by X-ray diffraction. The purity of the complexes and their stability in solution was confirmed by NMR analysis. The Pt(II) ions in all compounds are in a square planar environment. The electrochemical reduction of complexes I–III proceeds in two successive cathodic stages. The first quasi-reversible reduction leads to the relatively stable monoanionic complexes; the second cathodic stage is irreversible. The coordination of 1,4-diaza-1,3-butadienes ligands with PtCl(2) increases the reduction potential and the electron acceptor ability of the DAD ligands. The synthesized compounds were tested in relation to an adenocarcinoma of the ovary (SKOV3).
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spelling pubmed-97376002022-12-11 α-Diimine Cisplatin Derivatives: Synthesis, Structure, Cyclic Voltammetry and Cytotoxicity Yambulatov, Dmitriy S. Lutsenko, Irina A. Nikolaevskii, Stanislav A. Petrov, Pavel A. Smolyaninov, Ivan V. Malyants, Irina K. Shender, Victoria O. Kiskin, Mikhail A. Sidorov, Alexey A. Berberova, Nadezhda T. Eremenko, Igor L. Molecules Article Three new Pt(II) complexes [(dpp-DAD)PtCl(2)] (I), [(Mes-DAD(Me)(2))PtCl(2)] (II) and [(dpp-DAD(Me)(2))PtCl(2)] (III) were synthesized by the direct reaction of [(CH(3)CN)(2)PtCl(2)] and corresponding redox-active 1,4-diaza-1,3-butadienes (DAD). The compounds were isolated in a single crystal form and their molecular structures were determined by X-ray diffraction. The purity of the complexes and their stability in solution was confirmed by NMR analysis. The Pt(II) ions in all compounds are in a square planar environment. The electrochemical reduction of complexes I–III proceeds in two successive cathodic stages. The first quasi-reversible reduction leads to the relatively stable monoanionic complexes; the second cathodic stage is irreversible. The coordination of 1,4-diaza-1,3-butadienes ligands with PtCl(2) increases the reduction potential and the electron acceptor ability of the DAD ligands. The synthesized compounds were tested in relation to an adenocarcinoma of the ovary (SKOV3). MDPI 2022-12-05 /pmc/articles/PMC9737600/ /pubmed/36500668 http://dx.doi.org/10.3390/molecules27238565 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Yambulatov, Dmitriy S.
Lutsenko, Irina A.
Nikolaevskii, Stanislav A.
Petrov, Pavel A.
Smolyaninov, Ivan V.
Malyants, Irina K.
Shender, Victoria O.
Kiskin, Mikhail A.
Sidorov, Alexey A.
Berberova, Nadezhda T.
Eremenko, Igor L.
α-Diimine Cisplatin Derivatives: Synthesis, Structure, Cyclic Voltammetry and Cytotoxicity
title α-Diimine Cisplatin Derivatives: Synthesis, Structure, Cyclic Voltammetry and Cytotoxicity
title_full α-Diimine Cisplatin Derivatives: Synthesis, Structure, Cyclic Voltammetry and Cytotoxicity
title_fullStr α-Diimine Cisplatin Derivatives: Synthesis, Structure, Cyclic Voltammetry and Cytotoxicity
title_full_unstemmed α-Diimine Cisplatin Derivatives: Synthesis, Structure, Cyclic Voltammetry and Cytotoxicity
title_short α-Diimine Cisplatin Derivatives: Synthesis, Structure, Cyclic Voltammetry and Cytotoxicity
title_sort α-diimine cisplatin derivatives: synthesis, structure, cyclic voltammetry and cytotoxicity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9737600/
https://www.ncbi.nlm.nih.gov/pubmed/36500668
http://dx.doi.org/10.3390/molecules27238565
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