姜黄素的氨基酸钠单羰基衍生化及性质  

Properties of the Curcumin Mono-Carbonyl Derivatives of α-Amino Acid Sodium

作　　者：姜莹[1] 刘巨涛[1] 杨慧鑫 张翠云[1,2] 范圣第[1] 

机构地区：[1]大连民族学院生命科学学院,辽宁省大连市辽河西路18号116605 [2]辽宁师范大学化学化工学院,辽宁省大连市黄河路850号116029

出　　处：《光谱实验室》2014年第5期541-546,共6页Chinese Journal of Spectroscopy Laboratory

基　　金：国家自然科学基金资助项目（No.20872013）

摘　　要：以姜黄素为先导化合物，分别与4种α-氨基酸反应，合成了4种姜黄素单羰基氨基酸钠衍生物。利用IR、^1HNMR、^13CNMR、元素分析方法对化合物进行了结构表征，证实合成产物为目标化合物。通过平衡法测定了该类衍生物在水中的溶解度；用紫外,可见光谱法研究了衍生物对不同金属离子的识别功能；采用MTT法考察了衍生物对人喉癌细胞株Hep-2的体外抑制活性,结果表明：姜黄素衍生物在水中具有良好的溶解性，其中姜黄素半胱氨酸钠衍生物在水中溶解性最好，为108．67g/L；各姜黄素衍生物对Cu^2＋均具识别能力，且具有明显的剂,效关系：姜黄素衍生物对喉癌细胞生长均具有一定的抑制作用。与姜黄素相比，衍生物对Hep-2的抑制作用虽有所下降，但水溶性大大增强，仍具应用价值。Four amino acid sodium mono-carbonyl derivatives were synthesized with the curcumin as leading compound, which react with four α-amino acids respectively. Their structures were characterized by IR, ^1H NMR, ^13C NMR and elemental analysis. Besides, the recognition properties of these derivatives with different metal ions, the water solubility and the antitumor activity had been studied, respectively, by the methods of UV-vis, equilibrium method and MTT assay at the same time.The results show that these derivatives both have good water solubility. Especially, the solubility of Cur-Cys can reach 108.67g/L. They both have recognition function with Cu^2＋, and have obvious dose-effect relationship. In addition, the result of the MTT assay shows that these derivatives can significantly inhibit the proliferation of Hep-2 cells. Antitumor activity of these derivatives is weaker than that of the curcumin, but the water solubility is enhanced greatly. Which still have application value.

关 键 词：姜黄素 希夫碱 溶解性 离子识别 抗肿瘤活性 

分 类 号：O621.3[理学—有机化学]