Ebselen (2‐phenyl‐1,2‐benzisoselenazol‐3(2H)‐one 1, a non‐toxic selenium containing heterocyclic compound has been shown to display both anti‐ inflammatory activity in vivo and GSH‐Px‐like activity in vitro. Using 1H and 77Se NMR we investigated the mechanism of reduction of hydroperoxides by thiols in the presence of 1. A catalytic cycle depending on the formation of diselenides and selenenylsulfides was found. The selenenic acid oxidation level present in compound 1 is particularly stable because of the intramolecular cyclisation. This contrasts with previously reported results concerning the oxidation of organoselenium compounds.
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Fischer et al. (1987) studied this question.
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