New syntheses of rac-huperzine A and its rac-7-ethyl-derivative.: Evaluation of several huperzine A analogues as acetylcholinesterase inhibitors

被引：13

作者：

Camps, P

Contreras, J

El Achab, R

Morral, J

Muñoz-Torrero, D

Font-Bardia, M

Solans, X

Badia, A

Vivas, NM

机构：

[1] Univ Barcelona, Fac Farm, Quim Farmaceut Lab, E-08028 Barcelona, Spain

[2] Univ Barcelona, Fac Geol, Dept Cristallog Mineral & Diposits Minerals, E-08028 Barcelona, Spain

[3] Univ Autonoma Barcelona, Fac Med, Dept Farmacol & Terapeut, E-08193 Barcelona, Spain

来源：

TETRAHEDRON | 2000年 / 56卷 / 26期

关键词：

biologically active compounds; polycyclic heterocyclic compounds; pyridones; acetylcholinesterase inhibitory activity;

D O I：

10.1016/S0040-4020(00)00363-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

rac-Huperzine A, its rac-7-ethyl-derivative and two regioisomeric analogues have been prepared through synthetic sequences involving the elaboration of the pyridone ring in a late stage, by reaction of an intermediate pyrrolidine enamine with propiolamide, which gave mixtures of regioisomeric pyridone derivatives; The acetylcholinesterase inhibitory activity of these and two other recently described 11-unsubstituted huperzine A analogues was determined, the rac-7-ethyl analogue of huperzine A being the most active compound, although it is about 12-fold less active than (-)-huperzine A. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4541 / 4553

页数：13