3-羟基苯乙酮缩氨基硫脲衍生物的设计、合成及其生物活性研究  

Study on the Design, Synthesis and Biological Activity of 3-Hydroxyacetophenone Thiosemicarbazide Derivatives

作　　者：游遨[1] 肖吉 You Ao;Xiao Ji(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：《广东化工》2022年第23期4-6,共3页Guangdong Chemical Industry

基　　金：广州市科技计划项目(202102021119),广东轻院科研项目(KYRC2020-019)。

摘　　要：本论文以3-羟基苯乙酮为起始化合物,通过酯化反应在化合物的酚羟基位置引入一系列酯基基团,然后通过席夫碱反应在化合物的羰基位引入氨基硫脲,共计合成14种3-羟基苯乙酮缩氨基硫脲衍生物(B1-B14),随后对化合物进行核磁氢谱、碳谱的表征。分别对14种化合物进行酪氨酸酶抑制活性测试,测试结果表明,14种化合物均表现出强烈的酪氨酸酶抑制活性,其中有11种化合物的活性优于曲酸,活性最好的化合物为3-戊酰氧基苯乙酮缩氨基硫脲(B5),它对酪氨酸酶的IC50值达2.4μM。细胞毒性测试表明,化合物B5对293T细胞没有毒性。In this paper, 14 Thiosemicarbazide Derivatives(B1-B14) were synthesized by using 3-Hydroxyacetophenone as a starting compound, a series of ester groups were introduced into the phenolic hydroxyl position of the compound through esterification reaction, and then thiosemicarbazide was introduced into the carbonyl position of the compound through Schiff base reaction. All the compounds were characterized by 1H NMR, 13C NMR. The biological activity of B1-B14 to mushroom tyrosinase were evaluated respectively, and the result showed that all of compounds showed strong tyrosinase inhibitory activity, 11 compounds had better activity than kojic acid, Especially for compound B5, its IC50 was 2.4 μM. Cytotoxicity tests showed that Compound B5 was not toxic to 293T cells.

关 键 词：缩氨基硫脲衍生物 合成 酪氨酸酶 生物活性 

分 类 号：TQ[化学工程]