Efficient Synthesis of 1,9-Substituted Benzo[h][1,6]naphthyridin-2(1H)-ones and Evaluation of their Plasmodium falciparum Gametocytocidal Activities.
Hao LiWei SunXiuli HuangXiao LuParesma R PatelMyunghoon KimMeghan J OrrRichard M FisherTakeshi Q TanakaJohn C McKewAnton SimeonovPhilip E SandersonWei ZhengKim C WilliamsonWenwei HuangPublished in: ACS combinatorial science (2017)
A novel three-component, two-step, one-pot nucleophilic aromatic substitution (SNAr)-intramolecular cyclization-Suzuki coupling reaction was developed for the synthesis of benzo[h][1,6]naphthyridin-2(1H)-ones (Torins). On the basis of the new efficiently convergent synthetic route, a library of Torin analogs was synthesized. The antimalarial activities of these compounds were evaluated against asexual parasites using a growth inhibition assay and gametocytes using a viability assay.