Radical releasing properties of nitric oxide donors GEA 3162, SIN-1 and S-nitroso-N-acetylpenicillamine

被引:71
作者
Holm, P
Kankaanranta, H
Metsä-Ketelä, T
Moilanen, E
机构
[1] Univ Tampere, Sch Med, FIN-33101 Tampere, Finland
[2] Tampere Univ Hosp, Dept Clin Chem, FIN-33521 Tampere, Finland
基金
芬兰科学院;
关键词
mesoionic 3-aryl substituted oxatriazole; nitric oxide (NO); nitric oxide (NO) releasing compound; peroxynitrite; superoxide; free radical; nitrotyrosine; aminotyrosine;
D O I
10.1016/S0014-2999(98)00009-0
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
The nitric oxide (NO)-, superoxide anion (O-2(-))- and peroxynitrite (ONOO-)-releasing properties of 1,2,3,4-oxatriazolium,5-amino-3-(3,4-dichlorophenyl)-chloride (GEA 3162) were characterized and compared with the known NO-donors 3-morpholino-sydnonimine (SIN-1) and S-nitroso-N-acetylpenicillamine. All the three compounds released NO in aqueous solutions in a dose-dependent manner as measured by ozone-chemiluminescence. GEA 3162 produced more NO than SIN-1, but less than S-nitroso-N-acetylpenicillamine during a 45 min incubation time. SIN-1 reduced nitro blue tetrazolium and the effect was inhibitable by superoxide dismutase. Reduction of nitro blue tetrazolium was not detected in the solutions of GEA 3162 and S-nitroso-N-acetylpenicillamine suggesting that SIN-1 but not GEA 3162 and S-nitroso-N-acetylpenicillamine release O-2(-) in their decomposition process. Formation of ONOO- in solutions of GEA 3162, SIN-1 and S-nitroso-N-acetylpenicillamine was estimated indirectly by measuring the formation of nitrotyrosine. The data indicate that ONOO- was produced in the presence of SIN-1 but not in solutions of GEA 3162 and S-nitroso-N-acetylpenicillamine. The results suggest that GEA 3162 produces negligible amounts of O-2(-) and ONOO- as compared to SIN-1. This adds the value of GEA 3162 as an useful tool in NO research and could well explain the earlier findings on the superior NO-like biological activity of oxatriazole derivatives as compared to SIN-1. (C) 1998 Elsevier Science B.V.
引用
收藏
页码:97 / 102
页数:6
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