新型查尔酮衍生物的合成及酪氨酸酶活性  

Synthesis and Activity on Tyrosinase of Novel Chalcone Derivatives

作　　者：牛超[1,2] 李根[1] 买迪娜[1] 阿吉艾克拜尔·艾萨[1] 

机构地区：[1]中国科学院干旱区植物资源化学重点实验室新疆特有药用资源利用省部共建实验室中国科学院新疆理化技术研究所,乌鲁木齐830011 [2]中国科学院大学,北京100049

出　　处：《高等学校化学学报》2014年第6期1204-1211,共8页Chemical Journal of Chinese Universities

基　　金：国家“九七三”计划项目(批准号:2011CB512013);中国科学院西部之光项目(批准号:XBBS201212,200918);中国科学院新疆理化研究所重点支持资助项目(批准号:Y25A791401)资助~~

摘　　要：合成了8个新型含苯并噻唑环的查尔酮衍生物及8个酰胺查尔酮,并对化合物的结构进行了表征.生物活性测试结果表明,化合物4d,4h,5d,7b和7d表现出一定的酪氨酸酶激动活性,其中化合物7d对酪氨酸酶的活性最好,其EC50=9.6μmol/L,优于阳性对照药8-MOP(EC50=14.8μmol/L).Ver-nohia anthelmintica L was endemic plant in Xinjiang, which was often used in the treatment of Vitiligo. It was believed that the chalcone compounds of Ver-nohia anthelmintica L played an important role in this treatment. Since it may activate tyrosinase and improve the melanin production, many chalcone com-pounds and derivatives were described as potential inhibitor on tyrosinase which may act as skin lightening and whitening agents. However, chalcones which showed activator effect were seldom reported. In order to search for chalcones with high activities on tyrosinase, eight novel chalcone derivatives containing benzothiazole and eight amide-derived chalcones were synthesized in this work. All the compounds were identified by 1 H NMR, 13 C NMR, IR, HRMS and evaluated their activator effect on tyrosinase by measuring the oxidation rate of L-dopa. Compared with the reference drug 8-methoxypsoralen, compounds 4d, 4h, 5d, 7b and 7d showed some activator effect on tyrosinase. Amomg them, compound 7d demonstrated more potent activity with EC50 =9. 6 μmol/ L than 8-methoxypsoralen, which EC50 value was 14. 8 μmol/ L. Further structural modification of this novel chalcones containing benzothiazole will be required for improving the solubility of them.

关 键 词：查尔酮 苯并噻唑 酰胺 酪氨酸酶活性 

分 类 号：O629[理学—有机化学]