Most cited article - PubMed ID 22966218
SOD-Mimic Cu(II) Dimeric Complexes Involving Kinetin and Its Derivative: Preparation and Characterization
Two structurally different copper(II) complexes of the compositions [{Cu(9dhx)(H2O)3}2(µ-SO4)2] (1) and [Cu(9dhx)2(H2O)2(NO3)2]·H2O (2), involving 9-deazahypoxanthine (9dhx; 6-oxo-9-deazapurine; 9-deazahypoxanthine), have been prepared and characterized by elemental analysis, infrared and electronic spectroscopy, electrospray ionisation (ESI) mass spectrometry, thermogravimetric (TG) and differential thermal (DTA) analyses, and cyclic voltammetry. The X-ray structures of complexes 1 and [Cu(9dhx)2(H2O)2(NO3)2] (2a) revealed the distorted octahedral geometry in the vicinity of the copper(II) atoms, with the NO5 and N2O4 donor set, respectively. In the dimeric compound 1, the {Cu(9dhx)(H2O)3}2 units are bridged by sulfate groups with the Cu···Cu separation being 5.3446(2) Å. In both structures the 9dhx ligands are coordinated through the N3 atoms of the pyrimidine moieties. The SOD-like activity of complexes 1 and 2 was evaluated in vitro showing moderate effect, with the IC50 values equal to 18.20, and 53.33 μM, respectively.
- Keywords
- 6-oxo-9-deazapurine, 9-deazahypoxanthine, X-ray crystal structure, copper(II) complexes, in vitro SOD-like activity,
- MeSH
- Biocompatible Materials chemistry metabolism MeSH
- Electrochemical Techniques MeSH
- Spectrometry, Mass, Electrospray Ionization MeSH
- Hypoxanthines chemistry MeSH
- Coordination Complexes chemistry metabolism MeSH
- Crystallography, X-Ray MeSH
- Copper chemistry MeSH
- Molecular Conformation MeSH
- Spectroscopy, Fourier Transform Infrared MeSH
- Superoxide Dismutase metabolism MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 9-deazahypoxanthine MeSH Browser
- Biocompatible Materials MeSH
- Hypoxanthines MeSH
- Coordination Complexes MeSH
- Copper MeSH
- Superoxide Dismutase MeSH
Two SOD-mimic active dimeric Cu(II) chlorido complexes of the compositions [Cu(2)(μ-HL(1))(4)Cl(2)]Cl(2) (1) and [Cu(2)(μ-HL(2))(2)(μ-Cl)(2)(HL(2))(2)Cl(2)] · 4H(2)O (2) involving the cosmetologically relevant cytokinin kinetin (N6-furfuryladenine, HL(1)) and its derivative N6-(5-methylfurfuryl)adenine (HL(2)) have been synthesized and characterized by elemental analysis, infrared, and electronic spectroscopy, ESI+ mass spectrometry, conductivity and temperature dependence of magnetic susceptibility measurements, and thermogravimetric (TG) and differential thermal (DTA) analyses. The results of these methods, particularly the temperature dependence of magnetic susceptibility, showed the complexes to be dimeric with a strong antiferromagnetic exchange (J = -290 cm(-1) for complex 1 and J = -160 cm(-1) for 2). The complexes have been identified as auspicious SOD-mimics, as their antiradical activity evaluated by the in vitro SOD-mimic assay resulted in the IC(50) values equal to 8.13 μM (1) and 0.71 μM (2).
- Publication type
- Journal Article MeSH