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End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells

The reactions of the tridentate hydrazone ligand, N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide (HL), obtained by condensation of 2-acetylpyridine with acetic hyadrazide, with copper nitrate trihydrate in the presence of thiocyanate, or with CuCl(2) produce two distinct coordination compounds, namel...

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Autores principales: Das, Kuheli, Datta, Amitabha, Sinha, Chittaranjan, Huang, Jui-Hsien, Garribba, Eugenio, Hsiao, Ching-Sheng, Hsu, Chin-Lin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY-VCH Verlag 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3922458/
https://www.ncbi.nlm.nih.gov/pubmed/24551495
http://dx.doi.org/10.1002/open.201100011
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author Das, Kuheli
Datta, Amitabha
Sinha, Chittaranjan
Huang, Jui-Hsien
Garribba, Eugenio
Hsiao, Ching-Sheng
Hsu, Chin-Lin
author_facet Das, Kuheli
Datta, Amitabha
Sinha, Chittaranjan
Huang, Jui-Hsien
Garribba, Eugenio
Hsiao, Ching-Sheng
Hsu, Chin-Lin
author_sort Das, Kuheli
collection PubMed
description The reactions of the tridentate hydrazone ligand, N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide (HL), obtained by condensation of 2-acetylpyridine with acetic hyadrazide, with copper nitrate trihydrate in the presence of thiocyanate, or with CuCl(2) produce two distinct coordination compounds, namely a one-dimensional helical coordination chain of [CuL(NCS)](n) (1) units, and a doubly chlorido-bridged dinuclear complex [Cu(2)L(2)Cl(2)] (2) (where L=CH(3)C(O)=N–N=CCH(3)C(5)H(4)N). Single-crystal X-ray structural determination studies reveal that in complex 1, a deprotonated hydrazone ligand L(−) coordinates a copper(II) ion that is bridged to two neighbouring metal centres by SCN(−) anions, generating a one-dimensional helical coordination chain. In complex 2, two symmetry-related, adjacent copper(II) coordination entities are doubly chlorido-bridged, producing a dicopper entity with a Cu⋅⋅⋅Cu distance of 3.402 (1) Å. The two coordination compounds have been fully characterised by elemental analysis, spectroscopic techniques including IR, UV–vis and electron paramagnetic resonance, and variable-temperature magnetic studies. The biological effects of 1 and 2 on the viability of human colorectal carcinoma cells (COLO-205 and HT-29) were evaluated using an MTT assay, and the results indicate that these complexes induce a decrease in cell-population growth of human colorectal carcinoma cells with apoptosis.
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spelling pubmed-39224582014-02-18 End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells Das, Kuheli Datta, Amitabha Sinha, Chittaranjan Huang, Jui-Hsien Garribba, Eugenio Hsiao, Ching-Sheng Hsu, Chin-Lin ChemistryOpen Full Papers The reactions of the tridentate hydrazone ligand, N′-[1-(pyridin-2-yl)ethylidene]acetohydrazide (HL), obtained by condensation of 2-acetylpyridine with acetic hyadrazide, with copper nitrate trihydrate in the presence of thiocyanate, or with CuCl(2) produce two distinct coordination compounds, namely a one-dimensional helical coordination chain of [CuL(NCS)](n) (1) units, and a doubly chlorido-bridged dinuclear complex [Cu(2)L(2)Cl(2)] (2) (where L=CH(3)C(O)=N–N=CCH(3)C(5)H(4)N). Single-crystal X-ray structural determination studies reveal that in complex 1, a deprotonated hydrazone ligand L(−) coordinates a copper(II) ion that is bridged to two neighbouring metal centres by SCN(−) anions, generating a one-dimensional helical coordination chain. In complex 2, two symmetry-related, adjacent copper(II) coordination entities are doubly chlorido-bridged, producing a dicopper entity with a Cu⋅⋅⋅Cu distance of 3.402 (1) Å. The two coordination compounds have been fully characterised by elemental analysis, spectroscopic techniques including IR, UV–vis and electron paramagnetic resonance, and variable-temperature magnetic studies. The biological effects of 1 and 2 on the viability of human colorectal carcinoma cells (COLO-205 and HT-29) were evaluated using an MTT assay, and the results indicate that these complexes induce a decrease in cell-population growth of human colorectal carcinoma cells with apoptosis. WILEY-VCH Verlag 2012-04 2012-03-13 /pmc/articles/PMC3922458/ /pubmed/24551495 http://dx.doi.org/10.1002/open.201100011 Text en Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim http://creativecommons.org/licenses/by/3.0/ This is an open access article under the terms of the Creative Commons Attribution Non-Commercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Full Papers
Das, Kuheli
Datta, Amitabha
Sinha, Chittaranjan
Huang, Jui-Hsien
Garribba, Eugenio
Hsiao, Ching-Sheng
Hsu, Chin-Lin
End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells
title End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells
title_full End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells
title_fullStr End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells
title_full_unstemmed End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells
title_short End-to-End Thiocyanato-Bridged Helical Chain Polymer and Dichlorido-Bridged Copper(II) Complexes with a Hydrazone Ligand: Synthesis, Characterisation by Electron Paramagnetic Resonance and Variable-Temperature Magnetic Studies, and Inhibitory Effects on Human Colorectal Carcinoma Cells
title_sort end-to-end thiocyanato-bridged helical chain polymer and dichlorido-bridged copper(ii) complexes with a hydrazone ligand: synthesis, characterisation by electron paramagnetic resonance and variable-temperature magnetic studies, and inhibitory effects on human colorectal carcinoma cells
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3922458/
https://www.ncbi.nlm.nih.gov/pubmed/24551495
http://dx.doi.org/10.1002/open.201100011
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