Synthesis and antimalarial activity of new analogues of amodiaquine.

Authors :: Delarue-Cochin S
Paunescu E
Maes L
Mouray E
Sergheraert C
Grellier P
Melnyk P
Source :: European journal of medicinal chemistry [Eur J Med Chem] 2008 Feb; Vol. 43 (2), pp. 252-60. Date of Electronic Publication: 2007 Apr 03.
Publication Year :: 2008
Abstract: In order to determine the real significance of the 4'-phenolic group in the antimalarial activity and/or cytotoxicity of amodiaquine (AQ), analogues for which this functionality was shifted or modified were synthesized. Good in vitro antimalarial activity was obtained for compounds unable to form intramolecular hydrogen bond. Among the compounds synthesized, new amino derivative 5 displayed the greatest selectivity index towards the most CQ-resistant strain tested and was active in mice infected by Plasmodium berghei.