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Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2-Formylpyridine N(4)-Allylthiosemicarbazone

A series of zinc(II) ([Zn(H(2)O)(L)Cl] (1)), copper (II) ([Cu(L)Cl] (2), [Cu(L)Br] (3), [Cu(2)(L)(2)(CH(3)COO)(2)]·4H(2)O (4)), nickel(II) ([Ni(HL)(2)]Cl(2)·H(2)O (5)), and cobalt(III) ([Co(L)(2)]Cl (6)) complexes were obtained with 2-formylpyridine N(4)-allylthiosemicarbazone (HL). In addition anot...

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Autores principales: Graur, Vasilii, Chumakov, Yurii, Garbuz, Olga, Hureau, Christelle, Tsapkov, Victor, Gulea, Aurelian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Hindawi 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9159852/
https://www.ncbi.nlm.nih.gov/pubmed/35662913
http://dx.doi.org/10.1155/2022/2705332
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author Graur, Vasilii
Chumakov, Yurii
Garbuz, Olga
Hureau, Christelle
Tsapkov, Victor
Gulea, Aurelian
author_facet Graur, Vasilii
Chumakov, Yurii
Garbuz, Olga
Hureau, Christelle
Tsapkov, Victor
Gulea, Aurelian
author_sort Graur, Vasilii
collection PubMed
description A series of zinc(II) ([Zn(H(2)O)(L)Cl] (1)), copper (II) ([Cu(L)Cl] (2), [Cu(L)Br] (3), [Cu(2)(L)(2)(CH(3)COO)(2)]·4H(2)O (4)), nickel(II) ([Ni(HL)(2)]Cl(2)·H(2)O (5)), and cobalt(III) ([Co(L)(2)]Cl (6)) complexes were obtained with 2-formylpyridine N(4)-allylthiosemicarbazone (HL). In addition another two thiosemicarbazones (3-formylpyridine N(4)-allylthiosemicarbazone (HL(a)) and 4-formylpyridine N(4)-allylthiosemicarbazone (HL(b))) have been obtained. The synthesized thiosemicarbazones have been studied using (1)H and (13)C NMR spectroscopy, IR spectroscopy, and X-ray diffraction analysis. The composition and structure of complexes were studied using elemental analysis, IR and UV-Vis spectroscopies, molar conductivity, and magnetic susceptibility measurements. Single crystal X-ray diffraction analysis elucidated the structure of thiosemicarbazones HL, HL(a), and HL(b), as well as complexes 4 and 5. The antiproliferative properties of these compounds toward a series of cancer cell lines (HL-60, HeLa, BxPC-3, RD) and a normal cell line (MDCK) have been investigated. The nickel complex shows high selectivity (SI > 1000) toward HL-60 cell line and is the least toxic. The zinc complex shows the highest selectivity toward RD cell line (SI = 640). The copper complexes (2–4) are the most active molecular inhibitors of proliferation of cancer cells, but exhibit not such a high selectivity and are significantly more toxic. Zinc and copper complexes manifest high antibacterial activity. It was found that calculated at B3LYP level of theory different reactivity descriptors of studied compounds strongly correlate with their biological activity.
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spelling pubmed-91598522022-06-02 Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2-Formylpyridine N(4)-Allylthiosemicarbazone Graur, Vasilii Chumakov, Yurii Garbuz, Olga Hureau, Christelle Tsapkov, Victor Gulea, Aurelian Bioinorg Chem Appl Research Article A series of zinc(II) ([Zn(H(2)O)(L)Cl] (1)), copper (II) ([Cu(L)Cl] (2), [Cu(L)Br] (3), [Cu(2)(L)(2)(CH(3)COO)(2)]·4H(2)O (4)), nickel(II) ([Ni(HL)(2)]Cl(2)·H(2)O (5)), and cobalt(III) ([Co(L)(2)]Cl (6)) complexes were obtained with 2-formylpyridine N(4)-allylthiosemicarbazone (HL). In addition another two thiosemicarbazones (3-formylpyridine N(4)-allylthiosemicarbazone (HL(a)) and 4-formylpyridine N(4)-allylthiosemicarbazone (HL(b))) have been obtained. The synthesized thiosemicarbazones have been studied using (1)H and (13)C NMR spectroscopy, IR spectroscopy, and X-ray diffraction analysis. The composition and structure of complexes were studied using elemental analysis, IR and UV-Vis spectroscopies, molar conductivity, and magnetic susceptibility measurements. Single crystal X-ray diffraction analysis elucidated the structure of thiosemicarbazones HL, HL(a), and HL(b), as well as complexes 4 and 5. The antiproliferative properties of these compounds toward a series of cancer cell lines (HL-60, HeLa, BxPC-3, RD) and a normal cell line (MDCK) have been investigated. The nickel complex shows high selectivity (SI > 1000) toward HL-60 cell line and is the least toxic. The zinc complex shows the highest selectivity toward RD cell line (SI = 640). The copper complexes (2–4) are the most active molecular inhibitors of proliferation of cancer cells, but exhibit not such a high selectivity and are significantly more toxic. Zinc and copper complexes manifest high antibacterial activity. It was found that calculated at B3LYP level of theory different reactivity descriptors of studied compounds strongly correlate with their biological activity. Hindawi 2022-05-25 /pmc/articles/PMC9159852/ /pubmed/35662913 http://dx.doi.org/10.1155/2022/2705332 Text en Copyright © 2022 Vasilii Graur et al. https://creativecommons.org/licenses/by/4.0/This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Graur, Vasilii
Chumakov, Yurii
Garbuz, Olga
Hureau, Christelle
Tsapkov, Victor
Gulea, Aurelian
Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2-Formylpyridine N(4)-Allylthiosemicarbazone
title Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2-Formylpyridine N(4)-Allylthiosemicarbazone
title_full Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2-Formylpyridine N(4)-Allylthiosemicarbazone
title_fullStr Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2-Formylpyridine N(4)-Allylthiosemicarbazone
title_full_unstemmed Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2-Formylpyridine N(4)-Allylthiosemicarbazone
title_short Synthesis, Structure, and Biologic Activity of Some Copper, Nickel, Cobalt, and Zinc Complexes with 2-Formylpyridine N(4)-Allylthiosemicarbazone
title_sort synthesis, structure, and biologic activity of some copper, nickel, cobalt, and zinc complexes with 2-formylpyridine n(4)-allylthiosemicarbazone
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9159852/
https://www.ncbi.nlm.nih.gov/pubmed/35662913
http://dx.doi.org/10.1155/2022/2705332
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