A series of novel dinaphtho[1,2-b:1′,2′-h][1,6]naphthyridine derivatives bearing aliphatic, aromatic and heteroaromatic substituents at the C7 position were designed and synthesized conveniently from 4-chloro-2-methylbenzo[h]quinoline. All compounds were screened for in vitro antioxidant activities against DPPH˙, ABTS˙+, superoxide and hydroxyl radicals. Among the compounds screened, 13, 15, 16, 19 and 20 showed excellent antioxidant activity against OH˙. In addition, the cytotoxicity of the dinaphthonaphthyridine derivatives was evaluated by MTT assay and compared with Adriamycin. From screening, we identified that compounds 6, 16 and 20 showed IC50s ranging from 1.20 to 5.61 μM for growth inhibition of HeLa, HCT116 and AGS cancer cell lines. The results documented that varying of the chemical entity at C7 can fine-tune the enhancement of cell growth inhibition strategy.
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