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  • Title: Design, synthesis and glutathione peroxidase-like properties of ovothiol-derived diselenides.
    Author: Bailly F, Azaroual N, Bernier JL.
    Journal: Bioorg Med Chem; 2003 Oct 15; 11(21):4623-30. PubMed ID: 14527559.
    Abstract:
    Eleven imidazole diselenides derived from the naturally occurring family of antioxidants, the ovothiols, were synthetised by cyclisation of selenoamides with trimethylsilyltrifluoromethanesulfonate or refluxing of cyanoamines in a selenium/sodium borohydride mixture. These compounds were assayed for their glutathione peroxidase-like (GSH Px-like) activity and their capacity to be reduced by glutathione. The most active molecules of the series were 4 times more potent in the GSH Px-like test than the widely known reference compound, ebselen. This catalytic activity was mediated by the formation of the antioxidant selenol intermediate upon partial but significant exchange reaction with glutathione.
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