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New mononuclear copper(II) complexes from β-diketone and β-keto ester N-donor heterocyclic ligands: structure, bioactivity, and molecular simulation studies.
- Source :
- Journal of Coordination Chemistry; Apr2018, Vol. 71 Issue 7, p952-968, 17p, 1 Black and White Photograph, 5 Diagrams, 4 Charts, 4 Graphs
- Publication Year :
- 2018
-
Abstract
- Four new mononuclear copper(II) complexes with methyl acetoacetate and benzoylacetone in the presence of 1,10-phenanthroline and 2,2′-bipyridine were synthesized and characterized by elemental analyses, FT-IR, and UV-Vis spectroscopy. The molecular structures of complexes [Cu(MAA)(bpy)(ClO<subscript>4</subscript>)] (1a), [Cu(bzac)(bpy)]ClO<subscript>4</subscript> (2a), [Cu(MAA)(phen)(ClO<subscript>4</subscript>)] (1b) and [Cu(bzac)(phen)(ClO<subscript>4</subscript>)] (2b) were determined by single crystal X-ray diffraction technique. 1a, 1b, and 2b are five coordinate with a distorted square pyramidal geometry and the structure of 2a consists of isolated [Cu(bzac)(bpy)]<superscript>+</superscript> cations and perchlorate counter anions. The electrochemical studies of copper complexes in acetonitrile solution showed that Cu<superscript>II</superscript>/Cu<superscript>I</superscript> reduction processes are electrochemically irreversible. Cytotoxic activity of complexes was screened, including an MTT assay against gastric cancer cell line (MKN-45). The four Cu(II) complexes exhibited lethal effects against MKN-45 cell lines and the half maximal inhibitory concentration (IC<subscript>50</subscript>) values obtained were much lower in comparison with 5-fluorouracil. In addition, MTT and migration studies revealed that benzoylacetone complexes are more active than complexes of methyl acetoacetate against the MKN-45 cancer cell lines. Docking simulations of Cu(II) complexes on DNA revealed that the most stable adducts with DNA bind in the minor groove. All complexes display a binding specificity to the A/T rich regions. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00958972
- Volume :
- 71
- Issue :
- 7
- Database :
- Complementary Index
- Journal :
- Journal of Coordination Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 129777254
- Full Text :
- https://doi.org/10.1080/00958972.2018.1447668