6533b820fe1ef96bd127a696

RESEARCH PRODUCT

DNA interaction of new copper(II) complexes with sulfonamides as ligands

Benigno MacíasGloria AlzuetJoaquín BorrásMaría V. VillaAlfonso CastiñeirasMarta González-álvarezBeatriz Gómez

subject

Steric effectsMolecular Conformationchemistry.chemical_elementAscorbic AcidCrystallography X-RayPhotochemistryBiochemistryMedicinal chemistrylaw.inventionInorganic ChemistrylawOrganometallic CompoundsMoleculeSinglet stateElectron paramagnetic resonancechemistry.chemical_classificationSulfonylSulfonamidesMolecular StructureTetrahedral molecular geometryDNACopperIntercalating AgentsSulfonamidechemistryReactive Oxygen SpeciesCopperPlasmids

description

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.

https://doi.org/10.1016/j.jinorgbio.2006.11.007