Per Lennart Lindberg

Structure—activity relationships of omeprazole analogues and their mechanism of action

Abstract Omeprazole represents a new class of gastric acid secretion inhibitors, the sulphinylbemimidazoles . Per Lindberg and colleagues describe this first example of a clinically useful anti-ulcer agent in this group whose mechanism involves highly specific inhibition of H + /K + -ATPase, the gastric proton pump. Omeprazole is activated only at low pH, as occurs in the parietal cell and is thus highly selective. The active intermediate formed, a sulphenamide, reacts with a mercapto group of H + /K + -ATPase to form a disulphide inhibitor complex. The quantity of this sulphenamide on the luminal side of the parietal cell is related to the H + /K + -ATPase inhibitory effect .

Isolation and structure of coprine, a novel physiologically active cyclopropanone derivative from Coprinus atramentarius and its synthesis via 1-aminocyclopropanol

Coprine, the ‘antabuse’-like principle of the inky cap mushroom Coprinus atramentarius has been isolated; its structure, which includes a cyclopropanone equivalent, has been determined and it has been synthesised from 1-hydroxycyclopropylammonium chloride via the unstable 1-aminocyclopropanol.

Isolation and structure of coprine, the in vivo aldehyde dehydrogenase inhibitor in Coprinus atramentarius; syntheses of coprine and related cyclopropanone derivatives

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.