Comparison of Protective Effects against Reactive Oxygen Species of Mononuclear and Dinuclear Cu(II) Complexes with N-Substituted Benzothiazolesulfonamides
| Autor: | J. M. Montejo-Bernardo, Gloria Alzuet, Joaquín Borrás, Lucas del Castillo Agudo, Santiago García-Granda, Marta González-Álvarez |
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| Rok vydání: | 2005 |
| Předmět: |
Models
Molecular Free Radicals Stereochemistry chemistry.chemical_element Saccharomyces cerevisiae Crystal structure In Vitro Techniques Crystallography X-Ray Medicinal chemistry Ion Inorganic Chemistry Metal Superoxide dismutase Structure-Activity Relationship Ammonia chemistry.chemical_compound Organometallic Compounds Molecule Benzothiazoles Physical and Theoretical Chemistry Sulfonamides Molecular Structure biology Superoxide Dismutase Copper chemistry Benzothiazole visual_art visual_art.visual_art_medium biology.protein Crystallization Reactive Oxygen Species |
| Zdroj: | Inorganic Chemistry. 44:9424-9433 |
| ISSN: | 1520-510X 0020-1669 |
| DOI: | 10.1021/ic050110c |
| Popis: | 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, [Cu(L2)2(NH3)2], and [Cu(L3)2(NH3)2] compounds have been determined. Compounds and present a distorted square planar geometry. In both compounds the metal ion is coordinated by two benzothiazole N atoms from two sulfonamidate anions and two NH3 molecules. Complex is distorted square-pyramidal. The Cu(II) ion is linked to the benzothiazole N and sulfonamidate O atoms of one of the ligands, the benzothiazole N of another sulfonamidate anion, and two ammonia N atoms. We have tested the superoxide dismutase (SOD)-like activity of the compounds and compared it with that of two dinuclear compounds [Cu2(L4)2(OCH3)2(NH3)2] and [Cu2(L4)2(OCH3)2(dmso)2] (HL4=N-2-(phenylsulfamoyl)-4-methyl-benzothiazole). In vitro indirect assays show that the dimeric complexes are better SOD mimics than the monomeric ones. We have also assayed the protective action provided by the compounds against reactive oxygen species over Deltasod1 mutant of Saccharomyces cerevisiae. In contrast to the in vitro results, the mononuclear compounds were more protective to SOD-deficient S. cerevisiae strains than the dinuclear complexes. |
| Databáze: | OpenAIRE |
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