Abstract：
:The nonenzymatic reaction of the cytotoxic compounds menadione (2-methyl-1,4-naphthoquinone) and 1,4-naphthoquinone (a reactive metabolite of 1-naphthol) with reducing agents such as NADPH and glutathione led to the formation of semiquinone-free radicals, which were detected with electron spin resonance spectroscopy. In the presence of glutathione as a reducing agent, menadione and 1,4-naphthoquinone underwent net one-electron reduction and conjugation with glutathione. At higher concentrations of glutathione, 1,4-naphthoquinone formed the semiquinones of both the monoconjugate and the diconjugate. The naphthoquinone-glutathione conjugates should redox cycle in a manner already known for the menadione conjugate. The semiquinone intermediates could be detected only under a nitrogen atmosphere and are probably the primary oxygen-reactive species responsible for the redox cycling of menadione- and naphthoquinone-glutathione conjugates.
journal_name
Arch Biochem Biophysjournal_title
Archives of biochemistry and biophysicsauthors
Takahashi N,Schreiber J,Fischer V,Mason RPdoi
10.1016/0003-9861(87)90006-3subject
Has Abstractpub_date
1987-01-01 00:00:00pages
41-8issue
1eissn
0003-9861issn
1096-0384pii
0003-9861(87)90006-3journal_volume
252pub_type
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