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

Kuheli Das, Amitabha Datta, Chittaranjan Sinha, Jui Hsien Huang, Eugenio Garribba, Ching Sheng Hsiao, Chin Lin Hsu

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Abstract

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 CuCl2 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 [Cu2L2Cl2] (2) (where L=CH 3C(O)=N-N=CCH3C5H4N). 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.

Original languageEnglish
Pages (from-to)80-89
Number of pages10
JournalChemistryOpen
Volume1
Issue number2
DOIs
Publication statusPublished - 2012 Apr

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Hydrazones
Paramagnetic resonance
Copper
Polymers
Cells
Ligands
Acetic Acid
Nitrates
Temperature
Anions
Condensation
Assays
Metals
Single crystals
Ions
Apoptosis
X rays
Chemical analysis

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

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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",
abstract = "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 CuCl2 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 [Cu2L2Cl2] (2) (where L=CH 3C(O)=N-N=CCH3C5H4N). 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) {\AA}. 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.",
author = "Kuheli Das and Amitabha Datta and Chittaranjan Sinha and Huang, {Jui Hsien} and Eugenio Garribba and Hsiao, {Ching Sheng} and Hsu, {Chin Lin}",
year = "2012",
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language = "English",
volume = "1",
pages = "80--89",
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TY - JOUR

T1 - End-to-end thiocyanato-bridged helical chain polymer and dichlorido-bridged copper(II) complexes with a hydrazone ligand

T2 - Synthesis, characterisation by electron paramagnetic resonance and variable-temperature magnetic studies, and inhibitory effects on human colorectal carcinoma cells

AU - Das, Kuheli

AU - Datta, Amitabha

AU - Sinha, Chittaranjan

AU - Huang, Jui Hsien

AU - Garribba, Eugenio

AU - Hsiao, Ching Sheng

AU - Hsu, Chin Lin

PY - 2012/4

Y1 - 2012/4

N2 - 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 CuCl2 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 [Cu2L2Cl2] (2) (where L=CH 3C(O)=N-N=CCH3C5H4N). 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.

AB - 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 CuCl2 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 [Cu2L2Cl2] (2) (where L=CH 3C(O)=N-N=CCH3C5H4N). 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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DO - 10.1002/open.201100011

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SN - 2191-1363

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