4 '-hydroxyphenylcarbamates of (3aS)-eseroline and (3aS)-N(1)-noreseroline: Potential metabolites of the Alzheimer's anticholinesterase drug phenserine

Authors
Yu, QS Greig, NH Holloway, HW Brossi, A
Citation
Qs. Yu et al., 4 '-hydroxyphenylcarbamates of (3aS)-eseroline and (3aS)-N(1)-noreseroline: Potential metabolites of the Alzheimer's anticholinesterase drug phenserine, HETEROCYCLE, 50(1), 1999, pp. 95-102
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
50
Issue
1
Year of publication
1999
Pages
95 - 102
Database
ISI
SICI code
0385-5414(19990101)50:1<95:4'O(A(>2.0.ZU;2-R
Abstract
4'-Hydroxyphenylcarbamates of (3aS)-eseroline (3) and (3aS)-N(1)-noreseroli ne (4), as predicted metabolites of phenserine (1), were synthesized. Biolo gical evaluation showed that 3 and 4 possessed potent activities for inhibi tion of acetylcholinesterase and butyrylcholinesterase in vitro. In contras t the intermediates, 4'-benzyloxyphenserine (8) and 4'-benzyloxy N(1)-benzy lphenserine (12), demonstrated unusually potent and selective activities ag ainst butyrylcholinesterase.