(-)-(3aS)-eseroline carbamate (II), a potent cholinesterase inhibitor and close analogue of physostigmine: Reanalysis

Authors
Yu, QS Greig, NH Holloway, HW Flippen-Anderson, JL Brossi, A
Citation
Qs. Yu et al., (-)-(3aS)-eseroline carbamate (II), a potent cholinesterase inhibitor and close analogue of physostigmine: Reanalysis, MED CHEM RE, 10(3), 2000, pp. 186-199
Citations number
24
Categorie Soggetti
Chemistry & Analysis
Journal title
MEDICINAL CHEMISTRY RESEARCH
ISSN journal
10542523 → ACNP
Volume
10
Issue
3
Year of publication
2000
Pages
186 - 199
Database
ISI
SICI code
1054-2523(2000)10:3<186:(C(APC>2.0.ZU;2-B
Abstract
(-)-Eseroline 8 on reaction with trimethylsilyl isocyanate in refluxing tol uene directly gave the crystalline tricyclic urea 2. Carbamate 1 was made b y debenzylation of 2',4'-dimethoxybenzylcarbamate 17. The structures of car bamate 1 and tricyclic urea 2 were confirmed by X-ray crystallography. Carb amate 1, like physostigmine, was found to possess high inhibitory activity against human acetyl- (AChE) and butyrylcholinesterase (BChE) in vitro and potent action when administered to rats in in vivo studies.