Malaria is a devastating disease, with about half of the world's population at risk of contracting it. Quinine has an impressive track record as an antimalarial drug considering most encounter parasite resistance within a few years of introduction. Low parasite resistance to quinine might also suggest a privileged natural structure which is difficult for the parasite to circumvent.Molecular hybridization, which involves the rational design of new chemical entities by covalent fusion of two or more drugs, active compounds and/or pharmacophoric units with complimentary activities and multiple pharmacological targets, is an attractive strategy. Different and/or dual modes of action of hybrid components may optimize antimalarial efficacy and reduce undesired side effects. The use of a triazole functional group as a linker is becoming increasingly popular in medicinal chemistry, and many diverse examples of incorporation of this heterocycle into a variety of have been reported to have enhanced antimalarial properties. Recent literature reveals that triazole-containing furamidine analogues and chloroquinine showed better anti-malarial properties than the parent drug.The aim of our present study was to synthesize novel quinine conjugates using 'click' chemistry approach with expected enhanced antimalarial properties. Our focus was to study the influence of the substitution at 1,2,3-triazole on antimalarial activity. Here, we report the synthesis and antimalarial assay of triazole-containing quinine analogues employing various azides and 9-O-propargyl quinine and 9-O-butyne quinine ethers as the alkyne component.

Synthesis and antimalarial activities of a diverse set of triazole-containing quinine analogs

247th National Meeting (2014)

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