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

Research output: Contribution to journalArticleResearchpeer-review

11 Citations (Scopus)

Abstract

© 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
Volume24
Issue number23
DOIs
Publication statusPublished - 1 Dec 2014

Keywords

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

Fingerprint Dive into the research topics of 'Synthesis and antiprotozoal activity of oligomethylene- and p-phenylene-bis(methylene)-linked bis(+)-huprines'. Together they form a unique fingerprint.

  • Cite this