8-二甲胺环甲基杨梅素的合成及生理活性研究  

Synthesis and Biological Activity of 8-( dimethylamino)Methyl Myricetin

作　　者：柴栋[1] 严高剑[1] 叶振锋[1] 文颖[1] 付伟[1] 张怀念[1] 张咏莉[1] 

机构地区：[1]广东药科大学基础学院,广东广州510006

出　　处：《精细化工》2016年第11期1244-1248,1265,共6页Fine Chemicals

基　　金：广东省科技计划项目(2013B031800018)~~

摘　　要：以杨梅素(MYR)为基体,与多聚甲醛和二甲胺反应得到了杨梅素曼尼西碱类化合物8-二甲胺环甲基杨梅素(8-MYR)。用FTIR、1HNMR、13CNMR、MS、元素分析对目标化合物的结构进行了表征。通过Fenton反应、UV-Vis和MTT,考察了8-MYR的抗氧化作用、DNA作用和体外抗肿瘤活性。结果显示:抗氧化实验中,在浓度为10μmol/L时,8-MYR和MYR对羟基自由基(·OH)的清除率分别为63.6%和61.3%;与DNA作用实验中,8-MYR和MYR与CT-DNA作用的结合常数Kb值分别为4.15×105和3.38×105L/mol,紫外光谱减色现象明显;抗肿瘤实验中,48h时,8-MYR对于人肝癌细胞Hep G2的IC50为(183.40±11.96)μmol/L,对于人肝正常细胞LO2的IC50为(304.45±4.60)μmol/L。因此,与MYR相比,8-MYR具有更强的CT-DNA结合能力、抗氧化及抗肿瘤活性。8-（ dimethylamino） Methyl Myricetin（ 8-MYR） was totally synthesized starting from paraformaldehyde,dimethylamine and myricetin（ MYR） and all compounds were characterized by IR,1HNMR,13 CNMR,EI-MS,and elemental analysis. This article focused on the theoretical and experimental research on the antioxidative activity,DNA interactions and antitumor activities of 8-MYR and MYR in vitro,which was evaluated by Fenton-like reaction experiment,UV-Vis absorption and MTT method,respectively. The results showed that 8-MYR and MYR had a certain ability to scavenge hydroxyl free radical and the scavenging ratio of them treated with 10 μmol / L were 63. 6% and61. 3%,respectively. In the electronic spectra,appreciable hypochromism can be observed for the two complexes with increasing amounts of DNA,and the Kbvalues of 8-MYR and MYR were 4. 15 × 105 L /mol and 3. 38 × 105 L / mol,respectively. The results of MTT assay showed that 8-MYR had significantly cytotoxic effects on Hep G2 and LO2 and the IC50 value of 48 h were（ 183. 40 ± 11. 96） μmol / L and（ 304. 45 ± 4. 60） μmol/L,respectively. In a word,compared with MYR,8-MYR had the stronger antitumor activity,scavenging effects on hydroxyl radicals and interaction with CT-DNA.

关 键 词：杨梅素 曼尼西碱 二甲胺 DNA作用 抗氧化 医药原料 

分 类 号：O626.31[理学—有机化学]