New Chloroquine Derivatives: Synthesis, Characterisation, Antiplasmodial and Antioxidant Evaluations

Abstract

<title>Abstract</title> Quinoline is a privileged pharmacophore in many bioactive compounds possessing antimalarial activity. In this paper, some novel 4-aminoquinoline derivatives were synthesized in good yields in order to investigate their antimalarial and antioxidant properties. This was achieved by combining Nʹ-(7-chloroquinolin-4-yl)propane-1,3-diamine <bold>7 </bold>with various boc-amino acids. Amongst the synthesized derivatives, <italic>tert-</italic>buty(1-((3-((7-chloroquinolin-4- yl)amino)propyl)amino)-4-methyl-1-oxopenta-2-yl)carbamate <bold>(</bold>IC50 = 1.11 mg/mL) and <italic>tert- </italic>butyl 2-((3-((7-chloroquinolin-4-yl)amino)propyl)carbamoyl)pyrrolidine-1-carboxylate <bold>(</bold>IC50 = 1.30 mg/mL) exhibit relatively better antiplasmodial activities compared to chloroquine diphosphate (IC50 = 0.84 mg/mL). In addition, <italic>tert</italic>-butyl(2-((3-((7-chloroquinolin-4- yl)amino)propyl)amino)-2-oxoethyl)carbamate exhibited better antioxidant activity (IC50 = 0.48 mg/mL) than ascorbic acid (IC50 = 0.41 mg/mL).