Comparison of Protective Effects against Reactive Oxygen Species of Mononuclear and Dinuclear Cu(II) Complexes with N-Substituted Benzothiazolesulfonamides
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Copper(II) complexes of N-benzothiazolesulfonamides (HL1 = N-2-(4-methylphenylsulfamoyl)-6-nitro-benzothiazole,HL2 = N-2-(phenylsulfamoyl)-6-chloro-benzothiazole, and HL3= N-2-(4-methylphenylsulfamoyl)-6-chloro-benzothiazole)with ammonia have been synthesized and characterized. The crystal structures of the [Cu(L1)2(NH3)2]·2MeOH (1),[Cu(L2)2(NH3)2] (2), and [Cu(L3)2(NH3)2] (3) compounds have been determined. Compounds 1 and 2 present adistorted square planar geometry. In both compounds the metal ion is coordinated by two benzothiazole N atomsfrom two sulfonamidate anions and two NH3 molecules. Complex 3 is distorted square-pyramidal. The Cu(II) ionis linked to the benzothiazole N and sulfonamidate O atoms of one of the ligands, the benzothiazole N of anothersulfonamidate anion, and two ammonia N atoms. We have tested the superoxide dismutase (SOD)-like activity ofthe compounds and compared it with that of two dinuclear compounds [Cu2(L4)2(OCH3)2(NH3)2] (4) and [Cu2(L4)2(OCH3)2(dmso)2] (5) (HL4 = N-2-(phenylsulfamoyl)-4-methyl-benzothiazole). In vitro indirect assays show that thedimeric complexes are better SOD mimics than the monomeric ones. We have also assayed the protective actionprovided by the compounds against reactive oxygen species over sod1 mutant of Saccharomyces cerevisiae. Incontrast to the in vitro results, the mononuclear compounds were more protective to SOD-deficient S. cerevisiaestrains than the dinuclear complexes.

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