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Coprinus atramentarius

During autumn (fall), mushrooms with egg-shaped, grey-white fruiting bodies occasionally appear, very often on road-sides, which after a few days deliquesce into an ink-colored liquid. The mushroom, Coprinus atramentarius, or inky cap, is edible when young, but can cause alcohol incompatability when consumed before, or together with, ethanol. [Pg.80]

The fruiting body of the inky cap mushroom Coprinus atramentarius, Bull. (Ba-sidiomycetes) is apparently non-toxic when eaten alone, but induces in humans and in experimental animals an over-sensitivity to ethanol [16]. [Pg.4]

Edible Coprinus atramentarius mushrooms produce an interesting ethanol-sensitizing effect similar to that of disulfiram (antabuse, see Section 17.3). Ingestion of alcohol can cause severe reactions in individuals up to several days after having eaten this kind of mushroom. [Pg.401]

Coprine (506) was isolated from the inky cap mushroom Coprinus atramentarius 416,613 mushroom proved to be non-toxic generally, but it caused severe illness when taken together with alcohol. It was found that semiaminal 4, the product of hydrolysis of 506, was the active substance inhibiting acetaldehyde dehydrogenase 61 -624... [Pg.1420]

Coprine, isolated from the Coprinus atramentarius mushroom, and identified as hydroxycyclopropyO-L-glutamine ", 135, is the first example of a natural product containing a cyclopropanone equivalent. Coprine inhibits mouse liver aldehyde dehydrogenase in vivo but not in vitro Cyclopropanone hydrate (170), which can be derived from coprine by hydrolysis to 169 (equation 39), inhibits the enzyme both in vivo and in vitro. Cyclopropanone hydrate has thus been proposed as a metabolite of coprine which is the active agent causing the toxic effects ... [Pg.1527]

Chemical Names Coprinus atramentarius Copri-nus insignis Coprinus variegatus (also known as C. quadrifidus) possibly other Coprinus species Synonym Inky-caps Chemical Structure ... [Pg.1751]

Coprine (23), which has been isolated from the edible mushroom Coprinus atramentarius, yields 1-aminocyclopropanol upon digestion. This results in severe illness when consumed together with alcohol, because 1-aminocyclopropanol inhibits acetaldehyde dehydrogenase, resulting in accumulation of acetaldehyde in the blood. [Pg.1631]

When the ink-cap mushroom Coprinus atramentarius is eaten alone it is not toxic. However, if it is eaten with alcohol it induces an over-sensitivity that is similar to that of the drug disulphiram (antabuse). The fresh mushroom contains about 160 mg kg of the active component, coprine (9.34). This was shown to be A -(l-hydroxycyclopropyl)-L-glutamine, which contains the unusual Wacyl-l-aminocyclopropanol unit. It is metabolized to L-glutamic acid and cyclopropanone. The hydrate of cyclopropanone is a good inhibitor of acetaldehyde dehydrogenase. This induces elevated levels of acetaldehyde in the blood and retards the rate of ethanol metabolism. [Pg.176]

Isolation and structure of coprine, the in vivo aldehyde dehydrogenase inhibitor of Coprinus atramentarius, P. Lindberg, R. Bergman and B. Wickberg, J. Chem. Soc., Perkin Trans. 1, 1977, 684. [Pg.203]

Disulfiram (tetraethylthiuram disulfide Antabuse) was taken in the course of an investigation of its potential anthelmintic efficacy by two Danish physicians, who became iU at a cocktail party and were quick to realize that the compound had altered their responses to alcohol. They initiated a series of pharmacological and clinical studies that provided the basis for the use of disulfiram as an adjunct in the treatment of chronic alcohohsm. Similar responses to alcohol ingestion are produced by various congeners of disulfiram, namely, cyanamide, the fungus Coprinus atramentarius, the hypoglycemic sulfonylureas, metronidazole, certain cephalosporins, and animal charcoal. [Pg.383]

A disulfiram-like reaction can occur if alcohol i taken after eating the smooth ink(y) cap fungus (Coprinus atramentarius) or certain other edible fiingi. [Pg.62]

A man who drank 3 pints of beer 2 hours after eating a meal of freshly picked and fried ink(y) caps (Coprinus atramentarius) developed facial flushing and a blotchy red rash over the upper half of his body. His face and hands swelled and he became breathless, sweated profusely, and vomited during the 3 hours when the reaction was most severe. On admission to hospital he was tachycardic and 12 hours later he was in atrial fibrillation, which lasted for 60 hours. The man s wife, who ate the same meal but without an alcoholic drink, did not show the reaction. ... [Pg.62]

Wier JK, Tyler VE. An investigation of Coprinus atramentarius fw the jM esence of di-sulfiram. J Am Pharm Assoc (1960) 49,426-9. [Pg.63]

Lindberg P, Bergman R, Wickbeig B. Isolatim and structure of coprine, the in vivo aldehyde dehydrogenase inhibitor in Coprinus atramentarius, syntheses of ccprine and related cyclo-propanone derivatives. J Soc (1977) (6) 684-91. [Pg.63]

Coprine was isolated as the agent responsible for the toxicity displayed by the mushroom Coprinus atramentarius when ingested together with ethanol (94, 202). Coprine has no effect on liver aldehyde dehydrogenase... [Pg.262]

Lindberg, P., R. Bergman, and B. Wickberg Isolation and structure of coprine, a novel physiologically active cyclopropanone derivative from Coprinus atramentarius and its synthesis via 1-aminocyclopropanol. Chem. Commun. 1975, 946. [Pg.276]

Tottmar, O., and P. Lindberg Effects on rat liver acetaldehyde dehydrogenases w vitro and in vivo by coprine, the disulfiram-like constituent of Coprinus atramentarius. Acta Pharmacol. Toxicol. 40, 476 (1977). [Pg.282]


See other pages where Coprinus atramentarius is mentioned: [Pg.281]    [Pg.79]    [Pg.82]    [Pg.117]    [Pg.577]    [Pg.76]    [Pg.1525]    [Pg.523]    [Pg.34]    [Pg.201]    [Pg.297]    [Pg.298]    [Pg.62]    [Pg.62]    [Pg.63]    [Pg.151]    [Pg.276]    [Pg.842]   
See also in sourсe #XX -- [ Pg.176 ]

See also in sourсe #XX -- [ Pg.212 , Pg.236 , Pg.262 ]




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