缩氨基硫脲衍生物的合成及其生物活性研究  

Synthesis and Biological Activity of Thiosemicarbazone Derivatives

作　　者：游遨[1] 肖吉 黄冬婷 YOU Ao;XIAO Ji;HUANG Dongting(Guangdong Industry Polytechnic,Guangzhou 510300,China;Institute of Biological and Medical Engineering,Guangdong Academy of Sciences,Guangzhou 510316,China;Guangdong Province Engineering Research Center for Green Technology of Sugar Industry,Guangzhou 510316,China)

机构地区：[1]广东轻工职业技术学院,广东广州510300 [2]广东省科学院生物与医学工程研究所,广东广州510316 [3]广东省绿色制糖工程技术研究中心,广东广州510316

出　　处：《广东轻工职业技术学院学报》2022年第3期15-20,共6页Journal of Guangdong Industry Polytechnic

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

摘　　要：以3-羟基苯甲醛作为初始化合物,在其羟基位置通过酯化反应引入不同酯基,然后在醛基位置通过席夫碱反应引入缩氨基硫脲基团,共计合成14种新型缩氨基硫脲衍生物。分别采用熔点、氢谱、碳谱以及质谱对14种化合物进行了表征,测试了14种化合物对酪氨酸酶的抑制活性,12种化合物对酪氨酸酶表现出强烈的抑制活性,其中活性最好的为3-乙酰氧基苯甲醛缩胺基硫脲(3a),对酪氨酸酶的IC_(50)值达1.1μM。细胞毒性测试表明化合物3a对293T细胞没有毒性。In this paper,3-hydroxybenzaldehyde was used as the starting material and introduced esters on hydroxyl through esterifications.After that,thiosemicarbazones were introduced by Schiff base condensations,and 14 novel thiosemicarbazides were synthesized.These thiosemicarbazide derivatives were characterized by melting point,nuclear magnetic resonance spectroscopy(1H NMR,13C NMR),and mass spectrometry.The inhibitory activities of these compounds were tested,and 12 compounds showed high inhibitory activities on tyrosinase.Among which the best one was 3-acetoxybenzaldehyde amidothiourea(3a),with an IC_(50) value of 1.1μM,and cytotoxicity test showed that compound 3a was safe to 293T cells.

关 键 词：缩氨基硫脲衍生物 酪氨酸酶 合成 细胞毒性 

分 类 号：TQ225.54[化学工程—有机化工]