Isolation and structural studies of coprine, the disulfiram-like constituent of Coprinus atramentarius.
Coprine, the constituent of the mushroom Coprinus atramentarius Fr. responsible for its disulfiram-like activity, was isolated. Chemical and spectral data indicate that the compound is N5-(1-hydroxycyclopropyl)glutamine. Although coprine was shown to produce hyperaldehydemia in mice following ethanol ingestion, the compound was not found to be an inhibitor of mouse liver aldehyde dehydrogenase in vitro.
D000079:Acetaldehyde / Q000097:blood; D000363:Agaricales / Q000032:analysis*; D000445:Aldehyde Oxidoreductases / Q000037:antagonists & inhibitors; D000818:Animals; D001681:Biological Assay; D055598:Chemical Phenomena; D002621:Chemistry; D003302:Coprinus / Q000032:analysis*; D004221:Disulfiram / Q000302:isolation & purification* / Q000494:pharmacology; D000431:Ethanol / Q000097:blood / Q000494:pharmacology; D005973:Glutamine / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000494:pharmacology; D008099:Liver / Q000201:enzymology; D008297:Male; D051379:Mice
D005973:Glutamine; D000431:Ethanol; D000445:Aldehyde Oxidoreductases; D000079:Acetaldehyde; D004221:Disulfiram