title: Mechanisms of the reductive denitration of pentachloronitrobenzene (PCNB) and the reductive dechlorination of hexachlorobenzene (HCB).
abstract: The reductive denitration of PCNB and the reductive dechlorination of HCB are complex, and begin with reaction of both fungicides with glutathione, with elimination of the nitro group and/or of chlorine, respectively. The glutathione conjugates are further metabolized by cleavage of the glycine and glutamate residues to give cysteine conjugates or N-acetylcysteine conjugates by acetylation in mammals. The cysteine derivatives are further metabolized by cleavage of the C-S bond to produce thiophenols, which after reductive desulphuration form pentachlorobenzene, or minor chlorinated benzenes, respectively.
mesh_terms: D000818:Animals; D001711:Biotransformation; D055598:Chemical Phenomena; D002621:Chemistry; D002722:Chlorobenzenes / Q000378:metabolism*; D005659:Fungicides, Industrial / Q000378:metabolism; D005978:Glutathione / Q000378:metabolism; D006581:Hexachlorobenzene / Q000378:metabolism*; D009578:Nitrobenzenes / Q000378:metabolism*; D010084:Oxidation-Reduction; D051381:Rats
chemical_list: D002722:Chlorobenzenes; D005659:Fungicides, Industrial; D009578:Nitrobenzenes; D006581:Hexachlorobenzene; D005978:Glutathione; C005805:quintozene