DNA interaction of new copper(II) complexes with sulfonamides as ligands.
New copper(II) complexes with sulfonamide ligands have been prepared and characterized. Sulfonamide ligands were prepared through a reaction between 8-aminoquinoline and either 2-mesitylene (Hqmesa), 4-tert-butylbenzene (Hqtbsa), or alpha-toluene (Halphaqtsa) sulfonyl chlorides. The structural analysis carried out for complex [Cu(alphaqtsa)(2)] indicated that the local environment of the Cu(II) cation is between a square planar and a tetrahedral geometry, with stacking of the benzene rings of the sulfonyl ligands between neighbor molecules. Powder EPR spectra at room temperature gave rhombic spectra for the [Cu(alphaqtsa)(2)] and [Cu(qmesa)(2)] complexes and an axial spectrum for the [Cu(qtbsa)(2)] complex, probably due to the steric hindrance of the methyl groups. Complexes [Cu(alphaqtsa)(2)] and [Cu(qmesa)(2)] are artificial chemical nucleases that degrade DNA in the presence of sodium ascorbate. A study of the radical scavengers revealed that the ROS (reactive oxygen species) involved in the DNA damage were hydroxyl, singlet oxygen-like species, and superoxide anion.
Macías
Benigno
B
Departamento de Química Inorgánica, Facultad de Farmacia, Universidad de Salamanca, Salamanca, Spain. bmacias@usal.es
Villa
María V
MV
Gómez
Beatriz
B
Borrás
Joaquín
J
Alzuet
G
G
González-Alvarez
Marta
M
Castiñeiras
Alfonso
A
D001205:Ascorbic Acid / Q000737:chemistry; D003300:Copper / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry* / Q000187:drug effects; D007364:Intercalating Agents / Q000138:chemical synthesis / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D010957:Plasmids / Q000187:drug effects; D017382:Reactive Oxygen Species / Q000737:chemistry; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry*
D007364:Intercalating Agents; D009942:Organometallic Compounds; D017382:Reactive Oxygen Species; D013449:Sulfonamides; D003300:Copper; D004247:DNA; D001205:Ascorbic Acid