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
(-)-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.