New Syntheses of rac-Huperzine A and its rac-7-Ethyl-Derivative. Evaluation of Several Huperzine A Analogues as Acetylcholinesterase Inhibitors

Camps, Pelayo, Contreras, Joan, El Achab, Rachid, Morral-Cardoner, Jordi, Muñoz-Torrero, Diego, Font-Bardia, Mercè, Solans, Xavier, Badia, Albert and Vivas, Nuria María (2000) New Syntheses of rac-Huperzine A and its rac-7-Ethyl-Derivative. Evaluation of Several Huperzine A Analogues as Acetylcholinesterase Inhibitors. Tetrahedron, 56 (26). pp. 4541-4553. ISSN 0040-4020

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Abstract

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.

Item Type:	Article
Subjects:	Q Science > Q Science (General) Q Science > QD Chemistry
Schools:	School of Applied Sciences
Related URLs:	Author
Depositing User:	Sara Taylor
Date Deposited:	28 Jun 2011 15:55
Last Modified:	06 Apr 2018 12:15
URI:	http://eprints.hud.ac.uk/id/eprint/10816

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