School of Chemistry and Environment, South China Normal University, Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou, China.
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, China.
Chem Biol Drug Des. 2018 Jul;92(1):1232-1240. doi: 10.1111/cbdd.13183. Epub 2018 Mar 25.
New bis-2(5H)-furanone derivatives containing a benzidine core were synthesized via a one-step transition-metal-free reaction of benzidine with 5-substituted 3,4-dihalo-2(5H)-furanones. Their antitumor activities against various tumor cells have been evaluated by MTT assay. Among them, compound 4e exhibits significant inhibitory activity against C6 glioma cells with an IC value of 12.1 μm and low toxicity toward HaCaT human normal cells. Studies on the antitumor mechanism reveal that cell cycle arrest at S-phase in C6 cells is induced by compound 4e. Furthermore, investigations with electronic, fluorescence emission and circular dichroism spectra show that compound 4e can significantly interact with C6-DNA. These data indicate that DNA may be one of the potential targets for bis-2(5H)-furanone derivatives as anticancer drugs.
新型含联苯核心的双-2(5H)-呋喃酮衍生物通过联苯胺与 5-取代的 3,4-二卤-2(5H)-呋喃酮的一步过渡金属自由基反应合成。通过 MTT 测定法评估了它们对各种肿瘤细胞的抗肿瘤活性。其中，化合物 4e 对 C6 神经胶质瘤细胞具有显著的抑制活性，IC 值为 12.1μm，对 HaCaT 人正常细胞的毒性较低。抗肿瘤机制的研究表明，化合物 4e 诱导 C6 细胞的 S 期细胞周期停滞。此外，通过电子、荧光发射和圆二色性光谱的研究表明，化合物 4e 可以与 C6-DNA 发生显著相互作用。这些数据表明 DNA 可能是双-2(5H)-呋喃酮衍生物作为抗癌药物的潜在靶标之一。
