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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
WILEY-VCH Verlag
2012
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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. |
format | Online Article Text |
id | pubmed-3922458 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | WILEY-VCH Verlag |
record_format | MEDLINE/PubMed |
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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