酪醇酯类衍生物的合成及生物活性  

Synthesis and Biological Activity of Tyrosol Ester Derivatives

作　　者：臧皓 沈鹏[2,3] 王恩鹏[4] 徐倩 张露云[2,3,4] 夏广清 朱俊义[2,3] 张辉[4] 杨晓虹 

机构地区：[1]吉林大学药学院,长春130021 [2]通化师范学院制药与食品科学学院,通化134002 [3]通化师范学院绿色药物化学实验室,通化134002 [4]长春中医药大学中医药与生物工程研发中心,长春130117

出　　处：《高等学校化学学报》2018年第1期64-70,共7页Chemical Journal of Chinese Universities

基　　金：吉林省科技发展计划项目(批准号:20160520044JH)资助~~

摘　　要：以酪醇为原料,对其醇羟基进行了结构修饰,合成了25种酪醇衍生物.化合物的结构经核磁共振波谱和高分辨质谱分析确证.体外抗氧化实验结果表明,在实验浓度下大部分化合物表现出一定的1,1-二苯基-2-三硝基苯肼(DPPH)清除活性,化合物3k和3y具有良好的DPPH清除活性,其中化合物3y的清除活性高于对照药奎诺二甲基丙烯酸酯(Trolox);在实验浓度下大部分化合物表现出一定的2,2'-联氮双(3-乙基苯并噻唑啉-6-磺酸)二铵盐(ABTS)清除活性,化合物3k,3x和3y具有良好的ABTS清除活性,其中化合物3y的清除活性高于Trolox;在实验浓度下大部分化合物对铁离子-2,4,6-三(2-吡啶基)三嗪(Fe3+-TPTZ)复合物表现出一定的铁离子还原抗氧化能力(FRAP),化合物3k,3w和3y具有良好的Fe3+-TPTZ复合物还原能力,其中化合物3y的还原能力高于Trolox.A series of tyrosol derivatives was synthesized via the modification of alcohol hydroxyl groups of tyrosol,twenty-five target compounds were obtained and characterized by NMR and HR-MS. The experimental results show that most compounds exhibit some 1,1-diphenyl-2-picrylhydrazyl（ DPPH） scavenging activities,compounds 3 k and 3 y have good DPPHscavenging activities,especially compound 3 y shows the highest DPPH scavenging activities which is stronger than 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid（ Trolox）.The results show that most compounds exhibit some 2,2＇-azino-bis（ 3-ethylbenzothiazoline-6-sulphonic acid）diammonium（ ABTS） scavenging activities,compounds 3 k,3 x and 3 y have good ABTS scavenging activities,especially compound 3 y shows the highest ABTS scavenging activities which is stronger than Trolox. Ferric reducing antioxidant power（ FRAP） experimental results show that most compounds exhibited some reduction activities to ferric ion-2,4,6-tri（ 2-pyridyl）-s-triazine（ Fe3＋-TPTZ） complex,compounds 3 k,3 w and 3 y have good reduction activities to Fe3＋-TPTZ complex,especially compound 3 y shows the highest reduction activities to Fe3＋-TPTZ complex which is stronger than Trolox.

关 键 词：酪醇衍生物 1 1-二苯基-2-三硝基苯肼 2 2'-联氮双(3-乙基苯并噻唑啉-6-磺酸)二铵盐 铁离子还原抗氧化能力 

分 类 号：O623.42[理学—有机化学]