Synthesis and In Vitro Antimalarial Activity Evaluation of Some New 1,2-Diaminopropane Side-Chain-Modified 4-Aminoquinoline Mannich Bases

Twelve novel1, 2-diaminopropane side chain modified 4-aminoquinoline Mannich bases were synthesized and characterized by a number of analytical and spectroscopic techniques. The molecules were subsequently screened for in-vitro antimalarial activity against chloroquine sensitive strain of Plasmodium falciparum (3D7). On antimalarial activity screening, all target compounds (9a-9l) showed MIC between 15.6 - 125 mu g/mL. Two compounds among all, namely 7-chloro-N-(1-(3-(dibenzylamino)-1-p-tolylpropylamino) propan-2-yl)quinolin-4-amine 9b (MIC = 15.6 mu g/mL or 2.590 +/- 0.04 mu M) and 7-chloro-N-(1-(3- (dibenzylamino)-1-(4-methoxyphenyl)propylamino)propan-2-yl)quinolin-4-amine 9c (MIC = 15.6 mu g/mL or 2.398 +/- 0.04 mu M) were found moderately potent against chloroquine sensitive strain of P. falciparum (3D7) compared to chloroquine (MIC = 0.4 mu g/mL or 0.106 +/- 0.01 mu M).