title: Constituents of Agaricus xanthodermus Genevier: the first naturally endogenous azo compound and toxic phenolic metabolites.
abstract: Extraction of fresh sporophores of the fungus Agaricus xanthodermus yields 4,4'-dihydroxy-azobenzene, phenol, p-quinol, and 4,4'-dihydroxybiphenyl. This is the first report of an azo compound arising endogenously in nature, while phenol, p-quinol and 4,4'-dihydroxybiphenyl have not previously been isolated from higher fungi. Phenol is present in fruitbodies in sufficiently high concentration to account for the toxicity of A. xanthodermus.
mesh_terms: D000363:Agaricales / Q000032:analysis*; D001391:Azo Compounds / Q000032:analysis*; D001713:Biphenyl Compounds / Q000032:analysis; D002845:Chromatography / Q000379:methods; D006873:Hydroquinones / Q000032:analysis; D009183:Mycotoxins / Q000032:analysis*; D019800:Phenol; D010636:Phenols / Q000032:analysis*
chemical_list: D001391:Azo Compounds; D001713:Biphenyl Compounds; D006873:Hydroquinones; D009183:Mycotoxins; D010636:Phenols; D019800:Phenol; C045025:4,4'-azobis(phenol); C027439:4,4'-dihydroxybiphenyl; C031927:hydroquinone