Lopes, FCapela, RGoncaves, JOHorton, PNHursthouse, MBIley, JCasimiro, CMBom, JMoreira, R2015-12-302015-12-302004TETRAHEDRON LETTERS. - Vol. 45, n. 41 (OCT 4 2004), p. 7663-76660040-4039http://hdl.handle.net/10451/21194Novel N-Mannich base-type derivatives of the antimalarial drug amodiaquine were synthesised by reaction with tertiary N-chloromethylamides. With the exception of the derivative of ethyl hippurate, all the so-formed (1-amidomethyl-1H-quinolin-4-ylidene)arylamines displayed high chemical and enzymatic stability. These compounds displayed antimalarial activity against the multi-drug resistant Plasmodium falciparum strain Dd2 (IC50 values 15-31 nM) and demonstrated no significant loss in activity compared to amodiaquine (IC50 30nM). (C) 2004 Elsevier Ltd. All rights reserved.application/pdfengChemistry, Organicjournal articlehttp://dx.doi.org/10.1016/j.tetlet.2004.08.093