Isolation and structure of coprine, the in vivo aldehyde dehydrogenase inhibitor in Coprinus atramentarius; syntheses of coprine and related cyclopropanone derivatives
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 6,p. 684-691
- https://doi.org/10.1039/p19770000684
Abstract
The disulphiram-like principle of the inky cap mushroom Coprinus atramentarius has been identified as N5-(1-hydroxycyclopropyl)-L-glutamine (coprine)(1). Coprine (1) and several analogous compounds have been synthesised by N-acylation of the unstable 1-aminocyclopropanol, generated in situ from 1-hydroxycyclopropyl-ammonium chloride (6). The lower 1-alkoxycyclopropylamines are stable, distillable compounds which can be N-acylated. Many of the 1-aminocyclopropanol derivatives synthesised have the same physiological activity as coprine.This publication has 0 references indexed in Scilit: