Synthesis, characterization, photoluminescence, anti-tumor activity, DFT calculations and molecular docking with proteins of zinc(ii) halogen substituted terpyridine compounds.

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ID: 85619
2019
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Abstract
Reactions between halogen substituted terpyridine ligands F- (L1), Cl- (L2), Br- (L3) and I-4'-phenyl-terpyridine (L4) and ZnBr2 or ZnI2 led to the formation of complexes [Zn(Br)2L1] (1), [Zn(i)2L1] (2), [Zn(Br)2L2] (3), [Zn(i)2L2] (4), [Zn(Br)2L3] (5), [Zn(i)2L3] (6), [Zn(Br)2L4] (7), and [Zn(i)2L4] (8), respectively, which were characterized by elemental analysis, 1H NMR, IR and single crystal X-ray diffraction. Their photoluminescence properties, solution stabilities, hydrophilicity/lipophilicity properties and anti-proliferative activity against three cancer cell lines as well as structure-function relationships are analyzed. All the complexes, which show high solution stabilities and lipophilicity under determination conditions, reveal much higher antiproliferative activities than cisplatin against the human lung carcinoma cell line (A549), human hepatocellular carcinoma cell line (Bel-7042) and human breast cancer cell line (MCF-7) in vitro. Fluorescence spectroscopy and circular dichroic analysis reveal that the compounds have strong affinity binding with ctDNA and stack onto the base pairs of the ctDNA. The results obtained are further explained in terms of the electronic properties of the compounds by density functional theory (DFT) calculations, and it is found that the halogen anions play critical roles in the antitumor activity of these compounds. Their affinities to HSP90 proteins, ALK, EGFR and HER2 kinases and the binding sites on these proteins have been determined by computational docking analysis, and the results indicate that the only form of their binding is van der Waals forces.
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liang2019synthesisdalton Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Liang, Xing;Jiang, Jinzhang;Xue, Xingyong;Huang, Ling;Ding, Xuanxuan;Nong, Dongmei;Chen, Hailan;Pan, Lixia;Ma, Zhen;
Journal Dalton transactions (Cambridge, England : 2003)
Year 2019
DOI
10.1039/c8dt04924f
URL
Keywords
selenium breast cancer (mcf-7) cervical cancer (hela) n-heterocyclic carbenes nhc retinal ganglion cancer (rgc-5) se-nhc

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