Synthesis, characterization, DNA interaction and cleavage, and in vitro cytotoxicity of copper(II) mixed-ligand complexes with 2-phenyl-3-hydroxy-4(1H)-quinolinone
Language English Country England, Great Britain Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
21842058
DOI
10.1039/c1dt10674k
Knihovny.cz E-resources
- MeSH
- 2,2'-Dipyridyl analogs & derivatives chemistry pharmacology MeSH
- 4-Quinolones chemistry pharmacology MeSH
- Antineoplastic Agents chemistry pharmacology MeSH
- DNA metabolism MeSH
- Phenanthrolines chemistry pharmacology MeSH
- Crystallography, X-Ray MeSH
- Humans MeSH
- Copper chemistry pharmacology MeSH
- Models, Molecular MeSH
- Cell Line, Tumor MeSH
- Neoplasms drug therapy MeSH
- Organometallic Compounds chemistry pharmacology MeSH
- Cattle MeSH
- DNA Cleavage drug effects MeSH
- Animals MeSH
- Check Tag
- Humans MeSH
- Cattle MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 1,10-phenanthroline MeSH Browser
- 2,2'-Dipyridyl MeSH
- 2,2'-dipyridylamine MeSH Browser
- 4-Quinolones MeSH
- 5-methyl-1,10-phenanthroline MeSH Browser
- 5-nitro-1,10-phenanthroline MeSH Browser
- Antineoplastic Agents MeSH
- bathophenanthroline MeSH Browser
- calf thymus DNA MeSH Browser
- DNA MeSH
- Phenanthrolines MeSH
- Copper MeSH
- Organometallic Compounds MeSH
A series of mixed-ligand complexes [Cu(qui)(L)]NO(3)·xH(2)O (1-6), where Hqui = 2-phenyl-3-hydroxy-4(1H)-quinolinone, L = 2,2'-bipyridine (bpy) (1), 1,10-phenanthroline (phen) (2), bis(2-pyridyl)amine (ambpy) (3), 5-methyl-1,10-phenanthroline (mphen) (4), 5-nitro-1,10-phenanthroline (nphen) (5) and bathophenanthroline (bphen) (6), have been synthesized and fully characterized. The X-ray structures of [Cu(qui)(phen)]NO(3)·H(2)O (2) and [Cu(qui)(ambpy)]NO(3) (3a) show a slightly distorted square-planar geometry in the vicinity of the central copper(II) atom. An in vitro cytotoxicity study of the complexes found significant activity against human osteosarcoma (HOS) and human breast adenocarcinoma (MCF7) cell lines, with the best results for complex 6, where IC(50) equals to 2.1 ± 0.2 μM, and 2.2 ± 0.4 μM, respectively. The strong interactions of the complexes with calf thymus DNA (CT-DNA) and high ability to cleave pUC19 DNA plasmid were found. A correlation has been found between the in vitro cytotoxicity and DNA cleavage studies of the complexes.
References provided by Crossref.org
Cellular responses induced by Cu(II) quinolinonato complexes in human tumor and hepatic cells
