We report the synthesis of 47 new quinone-based derivatives <i>via</i> click chemistry and their subsequent evaluation against cancer cell lines and the control L929 murine fibroblast cell line. These compounds combine two redox centers, such as an <i>ortho</i>-quinone/<i>para</i>-quinone or quinones/selenium with the 1,2,3-triazole nucleus. Several of these compounds present IC<sub>50</sub> values below 0.5 μM in cancer cell lines with significantly lower cytotoxicity in the control cell line L929 and good selectivity index. Hence, our study confirms the use of a complete and very diverse range of quinone compounds with potential application against certain cancer cell lines.