Copper(II) complexes with cyclo(L-aspartyl-L-aspartyl) and cyclo(L-glutamyl-L-glutamyl) derivatives and their antioxidant properties

被引:31
作者
Bonomo, RP [1 ]
Conte, E [1 ]
Impellizzeri, G [1 ]
Pappalardo, G [1 ]
Purrello, R [1 ]
Rizzarelli, E [1 ]
机构
[1] CNR,IST STUDIO SOSTANZE NAT INTERESSE ALIMENTARE & CH,I-95028 VALVERDE,CATANIA,ITALY
来源
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS | 1996年 / 14期
关键词
D O I
10.1039/dt9960003093
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Two new functionalized cyclodipeptides have been synthesized with the aim of obtaining a good model of superoxide dismutase. Better to mimic the: active site of this metalloenzyme, these two compounds have been designed to allow a great co-ordination flexibility. Copper(II) complexes with cyclo(-L-aspartyl-L-aspartyl-) or cyclo(-L-glutamyl-L-glutamyl-)bis(histamine) (L) have been thermodynamically and spectroscopically characterized and their antioxidant activity tested against enzymatically generated O-2(-). Taking into account the Speciation of the system, it has been determined that the more active species against O-2(-) is the [CuL(2)](2+) complex. Electron spin resonance measurements suggest for this species the presence of four imidazole nitrogen atoms in a slightly tetrahedrally distorted co-ordination plane. The [CuLH(-2)] complex species also possesses four-nitrogen co-ordination involving two deprotonated peptide nitrogen atoms. The complex [CuL(2)](2+) showed the highest antioxidant activity and reasons for this behaviour are proposed on the basis of spectroscopic and voltammetric data.
引用
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页码:3093 / 3099
页数:7
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