6533b85dfe1ef96bd12bf2df

RESEARCH PRODUCT

Cu(II) complexes with a sulfonamide derived from benzoguanamine. Oxidative cleavage of DNA in the presence of H2O2 and ascorbate

Benigno MacíasGloria AlzuetJoaquín BorrásMaría V. VillaMarta González-álvarezFrancisca Sanz

subject

Models MolecularDNA damagechemistry.chemical_elementAscorbic AcidCrystallography X-RayCleavage (embryo)PhotochemistryGuanidinesBiochemistryPeroxideMedicinal chemistryInorganic ChemistryMetalchemistry.chemical_compoundOrganometallic CompoundsMoleculechemistry.chemical_classificationSulfonamidesMolecular StructureTriazinesDNAHydrogen PeroxideCopperSulfonamidechemistryvisual_artvisual_art.visual_art_mediumHydroxyl radicalOxidation-ReductionCopper

description

Reaction between benzoguanamine (2,4-diamino-6-phenyl-1,3,5-triazine) and 2-mesitylenesulfonyl chloride leads to formation of a sulfonamide able to form two mononuclear Cu(II) complexes with a CuL(2) stoichiometry. The local environment of the metal cation is a distorted octahedron, with two ligands and two solvent molecules; both complexes crystallize in the monoclinic structure, space group P2(1), with Z=2. In the presence of ascorbate/H(2)O(2,) the two complexes significantly cleavage double-strand pUC18 DNA plasmid. Both complexes exhibit more nuclease efficiency that the copper phenantroline complex. From scavenging reactive oxygen studies we conclude that the hydroxyl radical and a singlet oxygen-like entity, such a peroxide copper complex, are the radical species involved in the DNA damage.

https://doi.org/10.1016/j.jinorgbio.2005.04.001