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

Irene Sola, Albert Artigas, Martin C. Taylor, Stephen Y. Gbedema, Belén Pérez, M. Victòria Clos, Colin W. Wright, John M. Kelly, Diego Muñoz-Torrero

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11 Citations (Scopus)


© 2014 Elsevier Ltd. All rights reserved. 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.
Original languageEnglish
Pages (from-to)5435-5438
JournalBioorganic and Medicinal Chemistry Letters
Issue number23
Publication statusPublished - 1 Dec 2014


  • Antimalarial agents
  • Bis(4-aminoquinolines)
  • Brain permeability
  • Molecular dimerization
  • Trypanocidal agents


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