酯基取代4-苯甲醛缩氨基硫脲衍生物的合成及其生物活性研究  

Synthesis and Biological Activity of Ester Substitutied 4-Benzaldehyde Thiosemicarbazone Derivatives

作　　者：游遨[1] 肖吉 冯安生[1] YOU Ao;XIAO Ji;FENG Ansheng(Department of Environmental Engineering,Guangdong Industry Polytechnic,Guangzhou 510300,China)

机构地区：[1]广东轻工职业技术学院生态环境技术学院,广东广州510300

出　　处：《广东轻工职业技术学院学报》2022年第1期8-12,共5页Journal of Guangdong Industry Polytechnic

基　　金：广东省教育厅项目(2020ZDZX2077,2021KTSCX198);广州市科技计划项目(202102021119);广东轻工职业技术学院科研项目(KYRC2020-019)。

摘　　要：以4-羟基苯甲醛为起始化合物,通过酯化反应在苯甲醛的羟基位置引入不同的酯基得到中间产物(B1-B12),然后在中间产物B1-B12的醛基位置引入氨基硫脲基团,共合成12个酯基取代缩胺基硫脲衍生物(C1-C12)。C1-C12均通过核磁共振氢谱、碳谱、质谱等进行表征。并测试了C1-C12化合物对酪氨酸酶的抑制活性,结果表明大多数酯基取代缩氨基硫脲衍生物对蘑菇酪氨酸酶IC_(50)值小于10μM,其中抑制活性最强的化合物为C2,其对酪氨酸酶的IC50值达到1.5μM。随着酯基碳链长度的增加,这类化合物对酪氨酸酶的抑制活性逐渐降低。Compound(C1-C12)were synthesized by Schiff base reaction between thiosemicarbazide and intermediate(B1-B14)which were prepared by using ester group to replace OH.All the compounds were characterized by 1H NMR,13C NMR and MS.The biological activity of C1-C12 to mushroom tyrosinase were evaluated respectively,and the result showed that most of compounds displayed remarkable tyrosinase inhibitory activity with IC_(50) value lower than 10μM.Especially for compound C2,its IC_(50) was 1.5μM.With the increase of the length of ester carbon chain the activity decreased gradually.

关 键 词：酪氨酸酶抑制剂 缩氨基硫脲衍生物 合成 生物活性 

分 类 号：TQ225.54[化学工程—有机化工]