Synthesis and antiprotozoal activity of oligomethylene- and p-phenylene-bis(methylene)-linked bis(+)-huprines

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dc.contributor	Universitat de Barcelona
dc.contributor.author	Sola, Irene
dc.contributor.author	Artigas, Albert
dc.contributor.author	Taylor, Martin C.
dc.contributor.author	Gbedema, Stephen Y.
dc.contributor.author	Pérez Fernández, Belén
dc.contributor.author	Clos Guillén, M. Victòria
dc.contributor.author	Wright, Colin W.
dc.contributor.author	Kelly, John M.
dc.contributor.author	Muñoz-Torrero López-Ibarra, Diego
dc.date	2015-05-13T12:15:32Z
dc.date	2015-05-13T12:15:32Z
dc.date	2014-12-01
dc.date	2015-05-13T12:15:32Z
dc.identifier.citation	0960-894X
dc.identifier.citation	644607
dc.identifier.uri	http://hdl.handle.net/2445/65527
dc.format	4 p.
dc.format	application/pdf
dc.language.iso	eng
dc.publisher	Elsevier Ltd
dc.relation	Versió postprint del document publicat a: http://dx.doi.org/10.1016/j.bmcl.2014.10.025
dc.relation	Bioorganic & Medicinal Chemistry Letters, 2014, vol. 24, num. 23, p. 5435-5438
dc.relation	http://dx.doi.org/10.1016/j.bmcl.2014.10.025
dc.rights	(c) Elsevier Ltd, 2014
dc.rights	info:eu-repo/semantics/openAccess
dc.subject	Química orgànica
dc.subject	Química farmacèutica
dc.subject	Biologia molecular
dc.subject	Agents antiinfecciosos
dc.subject	Medicaments antipalúdics
dc.subject	Cervell
dc.subject	Permeabilitat
dc.subject	Organic chemistry
dc.subject	Pharmaceutical chemistry
dc.subject	Molecular biology
dc.subject	Anti-infective agents
dc.subject	Antimalarials
dc.subject	Brain
dc.subject	Permeability
dc.title	Synthesis and antiprotozoal activity of oligomethylene- and p-phenylene-bis(methylene)-linked bis(+)-huprines
dc.type	info:eu-repo/semantics/article
dc.type	info:eu-repo/semantics/acceptedVersion
dc.description.abstract	We have synthesized a series of dimers of (+)-(7R,11R)-huprine Y and evaluated their activity against Trypanosoma brucei, Plasmodium falciparum, rat myoblast L6 cells and human acetylcholinesterase (hAChE), and their brain permeability. Most dimers have more potent and selective trypanocidal activity than huprine Y and are brain permeable, but they are devoid of antimalarial activity and remain active against hAChE. Lead optimization will focus on identifying compounds with a more favourable trypanocidal/anticholinesterase activity ratio.

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