Tu Lv-Ying, Pi Jiang, Jin Hua, Cai Ji-Ye, Deng Sui-Ping
Department of Chemistry, Jinan University, Guangzhou 510632, PR China.
State Key Laboratory of Quality Research in Chinese Medicines, Macau University of Science and Technology, Macau 000853, PR China.
Bioorg Med Chem Lett. 2016 Jun 1;26(11):2730-4. doi: 10.1016/j.bmcl.2016.03.091. Epub 2016 Mar 25.
According to the previous studies, the anticancer activity of flavonoids could be enhanced when they are coordinated with transition metal ions. In this work, kaempferol-zinc(II) complex (kaempferol-Zn) was synthesized and its chemical properties were characterized by UV-VIS, FT-IR, (1)H NMR, elemental analysis, electrospray mass spectrometry (ES-MS) and fluorescence spectroscopy, which showed that the synthesized complex was coordinated with a Zn(II) ion via the 3-OH and 4-oxo groups. The anticancer effects of kaempferol-Zn and free kaempferol on human oesophageal cancer cell line (EC9706) were compared. MTT results demonstrated that the killing effect of kaempferol-Zn was two times higher than that of free kaempferol. Atomic force microscopy (AFM) showed the morphological and ultrastructural changes of cellular membrane induced by kaempferol-Zn at subcellular or nanometer level. Moreover, flow cytometric analysis indicated that kaempferol-Zn could induce apoptosis in EC9706 cells by regulating intracellular calcium ions. Collectively, all the data showed that kaempferol-Zn might be served as a kind of potential anticancer agent.
根据先前的研究,黄酮类化合物与过渡金属离子配位时,其抗癌活性会增强。在本研究中,合成了山奈酚-锌(II)配合物(山奈酚-Zn),并通过紫外可见光谱、傅里叶变换红外光谱、核磁共振氢谱、元素分析、电喷雾质谱(ES-MS)和荧光光谱对其化学性质进行了表征,结果表明合成的配合物通过3-OH和4-羰基与锌(II)离子配位。比较了山奈酚-Zn和游离山奈酚对人食管癌细胞系(EC9706)的抗癌作用。MTT结果表明,山奈酚-Zn的杀伤作用是游离山奈酚的两倍。原子力显微镜(AFM)显示了山奈酚-Zn在亚细胞或纳米水平上诱导细胞膜的形态和超微结构变化。此外,流式细胞术分析表明,山奈酚-Zn可通过调节细胞内钙离子诱导EC9706细胞凋亡。总的来说,所有数据表明山奈酚-Zn可能是一种潜在的抗癌剂。