@article {209,
	title = {Synthesis, in vitro pharmacology, and molecular modeling of syn-huprines as acetylcholinesterase inhibitors},
	journal = {Journal of medicinal chemistry},
	volume = {44},
	year = {2001},
	month = {2001/12/20/},
	pages = {4733 - 4736},
	abstract = {Two 12-amino-6,7,8,11-tetrahydro-7,11-methanocycloocta[b]quinoline derivatives [9-Me(Et)] (syn-huprines) have been obtained by condensation of known 7-alkylbicyclo[3.3.1]non-6-en-3-ones with 2-(trifluoromethyl)aniline, followed by basic cyclization of the resulting imine, and chromatographic separation of the regioisomeric mixture of products, thus obtained. The new (+/-)-syn-huprines were shown to be slightly less active bovine or human acetylcholinesterase inhibitors than the corresponding anti-derivatives. Molecular modeling simulations allow us to explain the differences in inhibitory activity of these compounds on the basis of an inverse solvation effect.},
	keywords = {Acetylcholinesterase/metabolism; Aminoquinolines/chemical synthesis/chemistry; Animals; Cattle; Cholinesterase Inhibitors/chemical synthesis/chemistry; Heterocyclic Compounds with 4 or More Rings/chemical synthesis/chemistry; Humans; Models, Molecular; Stereoisomerism; Structure-Activity Relationship},
	author = {Camps,P. and Gomez,E. and Munoz-Torrero,D. and Badia,A. and Vivas,N. M. and Barril, Xavier and M. Orozco and F. J. Luque}
}
