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New iron(III) complexes with 2-formylpyridine thiosemicarbazones: Synthetic aspects, structural and spectral analyses and cytotoxicity screening against MCF-7 human cancer cells

2-Formylpyridine thiosemicarbazone - iron (III) chelates [[Formula: see text]] [Formula: see text] {L = L(1) (C1) [HL(1) = 4-(4-Nitrophenyl)-1-((pyridin-2-yl)methylene)thiosemicarbazide] and L = L(2) (C2) [HL(2) = 4-(2,5-Dimethoxyphenyl)-1-((pyridin-2-yl)methylene)thiosemicarbazide]} were prepared....

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Autores principales: Fathy, Amany, Ibrahim, Ahmed B.M., Elkhalik, S. Abd, Villinger, Alexander, Abbas, S.M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9880397/
https://www.ncbi.nlm.nih.gov/pubmed/36711299
http://dx.doi.org/10.1016/j.heliyon.2023.e13008
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author Fathy, Amany
Ibrahim, Ahmed B.M.
Elkhalik, S. Abd
Villinger, Alexander
Abbas, S.M.
author_facet Fathy, Amany
Ibrahim, Ahmed B.M.
Elkhalik, S. Abd
Villinger, Alexander
Abbas, S.M.
author_sort Fathy, Amany
collection PubMed
description 2-Formylpyridine thiosemicarbazone - iron (III) chelates [[Formula: see text]] [Formula: see text] {L = L(1) (C1) [HL(1) = 4-(4-Nitrophenyl)-1-((pyridin-2-yl)methylene)thiosemicarbazide] and L = L(2) (C2) [HL(2) = 4-(2,5-Dimethoxyphenyl)-1-((pyridin-2-yl)methylene)thiosemicarbazide]} were prepared. The two ligand anions in each complex resulted in saturation of the iron coordination number and consequently the existence of these complexes as 1:1 electrolytes. As well, the iron in these complexes exhibits low-spin electronic configuration. X-ray crystallography of complex C1 indicated its triclinic crystal system and P [Formula: see text] space group. In addition, it proved the ligation through a thiol sulfur atom and two nitrogen atoms of pyridine and azomethine groups. This is while the presence of two water molecules of crystallization in the complex structure was also indicated. The ligand HL(1) was selected for cytotoxicity screening against human MCF-7, A-549, HEPG-2 and HCT-116 cancer cells and the most enhanced activities were detected against the breast cells. Against these cells, the compounds HL(1), HL(2), C1 and C2 induced cytotoxicity, respectively, with IC(50) values of 52.4, 145.4, 34.3 and 62.0 μM. However, against the healthy BHK cells, HL(1) and HL(2) caused cytotoxicity, respectively, with IC(50) values of 54.8 and 110.6 μM and cytotoxicity with percent viabilities of 56.7 and 55.4% of the BHK cells by the complexes (137.4 μM of C1 and 131.9 μM of C2) was determined. These activities against MCF-7 cells are less significant compared with the measured value for doxorubicin. But this standard is more toxic to normal cells than the thiosemicarbazones (IC(50) (doxorubicin) = 9.66 μM against MCF-7 cells and 36.42 μM against BHK cells).
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spelling pubmed-98803972023-01-28 New iron(III) complexes with 2-formylpyridine thiosemicarbazones: Synthetic aspects, structural and spectral analyses and cytotoxicity screening against MCF-7 human cancer cells Fathy, Amany Ibrahim, Ahmed B.M. Elkhalik, S. Abd Villinger, Alexander Abbas, S.M. Heliyon Research Article 2-Formylpyridine thiosemicarbazone - iron (III) chelates [[Formula: see text]] [Formula: see text] {L = L(1) (C1) [HL(1) = 4-(4-Nitrophenyl)-1-((pyridin-2-yl)methylene)thiosemicarbazide] and L = L(2) (C2) [HL(2) = 4-(2,5-Dimethoxyphenyl)-1-((pyridin-2-yl)methylene)thiosemicarbazide]} were prepared. The two ligand anions in each complex resulted in saturation of the iron coordination number and consequently the existence of these complexes as 1:1 electrolytes. As well, the iron in these complexes exhibits low-spin electronic configuration. X-ray crystallography of complex C1 indicated its triclinic crystal system and P [Formula: see text] space group. In addition, it proved the ligation through a thiol sulfur atom and two nitrogen atoms of pyridine and azomethine groups. This is while the presence of two water molecules of crystallization in the complex structure was also indicated. The ligand HL(1) was selected for cytotoxicity screening against human MCF-7, A-549, HEPG-2 and HCT-116 cancer cells and the most enhanced activities were detected against the breast cells. Against these cells, the compounds HL(1), HL(2), C1 and C2 induced cytotoxicity, respectively, with IC(50) values of 52.4, 145.4, 34.3 and 62.0 μM. However, against the healthy BHK cells, HL(1) and HL(2) caused cytotoxicity, respectively, with IC(50) values of 54.8 and 110.6 μM and cytotoxicity with percent viabilities of 56.7 and 55.4% of the BHK cells by the complexes (137.4 μM of C1 and 131.9 μM of C2) was determined. These activities against MCF-7 cells are less significant compared with the measured value for doxorubicin. But this standard is more toxic to normal cells than the thiosemicarbazones (IC(50) (doxorubicin) = 9.66 μM against MCF-7 cells and 36.42 μM against BHK cells). Elsevier 2023-01-24 /pmc/articles/PMC9880397/ /pubmed/36711299 http://dx.doi.org/10.1016/j.heliyon.2023.e13008 Text en © 2023 The Authors https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Research Article
Fathy, Amany
Ibrahim, Ahmed B.M.
Elkhalik, S. Abd
Villinger, Alexander
Abbas, S.M.
New iron(III) complexes with 2-formylpyridine thiosemicarbazones: Synthetic aspects, structural and spectral analyses and cytotoxicity screening against MCF-7 human cancer cells
title New iron(III) complexes with 2-formylpyridine thiosemicarbazones: Synthetic aspects, structural and spectral analyses and cytotoxicity screening against MCF-7 human cancer cells
title_full New iron(III) complexes with 2-formylpyridine thiosemicarbazones: Synthetic aspects, structural and spectral analyses and cytotoxicity screening against MCF-7 human cancer cells
title_fullStr New iron(III) complexes with 2-formylpyridine thiosemicarbazones: Synthetic aspects, structural and spectral analyses and cytotoxicity screening against MCF-7 human cancer cells
title_full_unstemmed New iron(III) complexes with 2-formylpyridine thiosemicarbazones: Synthetic aspects, structural and spectral analyses and cytotoxicity screening against MCF-7 human cancer cells
title_short New iron(III) complexes with 2-formylpyridine thiosemicarbazones: Synthetic aspects, structural and spectral analyses and cytotoxicity screening against MCF-7 human cancer cells
title_sort new iron(iii) complexes with 2-formylpyridine thiosemicarbazones: synthetic aspects, structural and spectral analyses and cytotoxicity screening against mcf-7 human cancer cells
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9880397/
https://www.ncbi.nlm.nih.gov/pubmed/36711299
http://dx.doi.org/10.1016/j.heliyon.2023.e13008
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