An unexpected antioxidant and redox activity for the classic copper-chelating drug penicillamine
Mao, Li; Huang, Chun-Hua; Shao, Jie; Qin, Li; Xu, Dan; Shao, Bo; Zhu, Ben-Zhan
刊名FREE RADICAL BIOLOGY AND MEDICINE
2020-02-01
卷号147页码:150-158
关键词Penicillamine Antioxidant-like activity Tetrachlorohydroquinone Tetrachlorosemiquinone radical Redox reaction Autooxidation
ISSN号0891-5849
英文摘要Penicillamine has been widely-used clinically as a copper-chelating drug for the treatment of copper-overload in Wilson's disease. In this study, we found that penicillamine provided marked protection against cytotoxicity induced by tetrachlorohydroquinone (TCHQ), a major toxic metabolite of the well-known wood preservative pentachlorophenol, while other classic copper-chelating agents do not. We found, unexpectedly, that both TCHQ autooxidation and tetrachlorosemiquinone radical (TCSQ(center dot-)) formation were remarkably delayed by penicillamine. Further investigation showed that TCSQ(center dot-) was reduced back to TCHQ by penicillamine, with the concurrent formation of its corresponding disulfide. These data demonstrated that the protection by penicillamine against TCHQ-induced toxicity was not due to its classic Cu-chelating property, but rather to its reduction of the reactive TCSQ(center dot-) to the much less-reactive TCHQ. This is the first report of an unexpected antioxidant and redox activity for penicillamine, which might prove highly relevant to its biological activities.
内容类型期刊论文
源URL[http://ir.rcees.ac.cn/handle/311016/44600]  
专题生态环境研究中心_环境化学与生态毒理学国家重点实验室
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GB/T 7714
Mao, Li,Huang, Chun-Hua,Shao, Jie,et al. An unexpected antioxidant and redox activity for the classic copper-chelating drug penicillamine[J]. FREE RADICAL BIOLOGY AND MEDICINE,2020,147:150-158.
APA Mao, Li.,Huang, Chun-Hua.,Shao, Jie.,Qin, Li.,Xu, Dan.,...&Zhu, Ben-Zhan.(2020).An unexpected antioxidant and redox activity for the classic copper-chelating drug penicillamine.FREE RADICAL BIOLOGY AND MEDICINE,147,150-158.
MLA Mao, Li,et al."An unexpected antioxidant and redox activity for the classic copper-chelating drug penicillamine".FREE RADICAL BIOLOGY AND MEDICINE 147(2020):150-158.
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