"Moreover, the thiol reactivity of electrophilic quinones has also been highlighted by a fluorescence-based high throughput assay.31 In yet another example, 2,3-bis(2-hydroxyethylsulfanyl)naphthalene-1,4-dione was shown to inhibit the tumor marker S100B by forming a covalent bond with a cysteine residue.32 Taken together, these effects suggest that the naphthoquinone moiety and its heteroaromatic analogues might inhibit enzymatic activity via nonspecific interactions or by interfering with the redox chemistry of the cell via the depletion of its essential level of glutathione.33,34"
J. Med. Chem. 2016, 59, 497−503. DOI: 10.1021/acs.jmedchem.5b00361