叶黄素、玉米黄素分子结构修饰对抑制肿瘤细胞增殖活性的影响

Effects of Molecule Structure Modification of Lutein and Zeaxanthin on Inhibitory Tumor Cell Proliferation Activity

目的:探讨叶黄素、玉米黄素的结构与抗肿瘤效果之间的关系。方法:以从玉米蛋白粉中分离、提取的叶黄素和玉米黄素为原料,通过化学合成的方法分别对其所携带的紫罗酮环上的羟基进行单、双乙酰化修饰,所合成的产物用紫外可见光扫描,液质联用,核磁共振等手段分子结构的鉴定;用MTT(噻唑蓝)的方法测定各叶黄素、玉米黄素结构被修饰前后抑制人口腔上皮细胞癌KB增殖活性的变化。结果:叶黄素、玉米黄素分子紫罗酮环上的羟基被乙酰基取代后,其抑制细胞增殖的活性有所降低。结论:叶黄素和玉米黄素分子结构中羟基取代基的存在对其调节肿瘤细胞的增殖能力有一定的贡献。

This study was aimed at investigating the relationship between lutein and zeaxanthin structures and their anti-tumor effects. Methods： Zeaxanthin and lutein were purified from corn protein residues, and then structures modified by mono- and di- acetylation of their ionone ring hydroxyl groups. The structures of the modified products were characterized by means of UV-visible absorption spectroscopy, HPLC-mass spectroscopy and ^1H-NMR spectroscopy. The tumor inhibitory effects of mono- and di-acetylated zeaxanthin and lutein were compared with that of natural zeaxanthin and lutein by MTT（methylthiaz olydiphenyl-tetrazolium bromide） assay with human mouth epithelial cancer KB line as model ceils. Results： Zeaxanthin and lutein showed lower anti-tumor-proliferation activities after mono- and di- acetylation of their ionone ring hydroxyl groups. Conclusion： The hydroxyl groups in zeaxanthin and lutein molecules make significant contribution to the function of anti-tumor-proliferation activity.