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尿路镇痛药非那吡啶的代谢产物2,3,6-三氨基吡啶产生超氧自由基和过氧化氢。

Generation of superoxide radical and hydrogen peroxide by 2,3,6-triaminopyridine, a metabolite of the urinary tract analgesic phenazopyridine.

作者信息

Munday R, Fowke E A

机构信息

Ruakura Agricultural Research Centre, Hamilton, New Zealand.

出版信息

Free Radic Res. 1994 Aug;21(2):67-73. doi: 10.3109/10715769409056558.

DOI:10.3109/10715769409056558
PMID:7921165
Abstract

2,3,6-Triaminopyridine, a metabolite of the widely-used drug phenazopyridine, has been shown to autoxidize at neutral pH, generating superoxide radical and hydrogen peroxide. Hydrogen peroxide was also detected in erythrocytes exposed to this substance, and these cells suffered oxidative damage, as reflected by methaemoglobin formation and glutathione depletion. The in vitro effects of 2,3,6-triaminopyridine are closely similar to those of the structurally-related compound, 1,2,4-triaminobenzene. The latter substance is known to be highly toxic in vivo by mechanisms which may involve free radical production and oxidative stress. It is possible, therefore, that triaminopyridine may be similarly toxic in animals and that this metabolite could be responsible for some of the harmful side-effects associated with phenazopyridine use.

摘要

2,3,6-三氨基吡啶是广泛使用的药物非那吡啶的一种代谢产物,已证明它在中性pH值下会自动氧化,产生超氧自由基和过氧化氢。在接触该物质的红细胞中也检测到了过氧化氢,并且这些细胞遭受了氧化损伤,这可通过高铁血红蛋白的形成和谷胱甘肽的消耗反映出来。2,3,6-三氨基吡啶的体外效应与结构相关化合物1,2,4-三氨基苯的效应非常相似。已知后一种物质在体内具有高毒性,其机制可能涉及自由基的产生和氧化应激。因此,三氨基吡啶在动物体内可能同样具有毒性,并且这种代谢产物可能是与使用非那吡啶相关的一些有害副作用的原因。

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1
Generation of superoxide radical and hydrogen peroxide by 2,3,6-triaminopyridine, a metabolite of the urinary tract analgesic phenazopyridine.尿路镇痛药非那吡啶的代谢产物2,3,6-三氨基吡啶产生超氧自由基和过氧化氢。
Free Radic Res. 1994 Aug;21(2):67-73. doi: 10.3109/10715769409056558.
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