含吲哚啉酮取代基的噻唑酮类化合物的合成及其抗菌活性研究  

Synthesis and Antibacterial Activity of Thiazolidones Containing Indolinone Substituents

作　　者：李刚 李倩 蒋璐毅 王鸣旭 李卫 祁艳艳 李干鹏 Li Gang;Li Qian;Jiang Luyi;Wang Mingxu;Li Wei;Qi Yanyan;Li Ganpeng(School of Ethnic Medicine,Yunnan Minzu University,Key Laboratory of Chemistry in Ethnic Medicinal Resources,State Ethnic Affairs Commission&Ministry of Education,Kunming,650500)

机构地区：[1]云南民族大学民族医药学院,民族药资源化学国家民委-教育部重点实验室,昆明650500

出　　处：《化学通报》2024年第7期857-863,844,共8页Chemistry

基　　金：云南省创新团队项目(2019HC020)资助。

摘　　要：合成一系列含吲哚啉酮骨架的噻唑酮类化合物并对其进行抗耐药白念珠菌活性筛选。以不同取代基的4-苯基噻唑-2(3H)-酮和不同取代的2-苯基-3H-吲哚-3-酮为起始原料,进行Friedel-Crafts烷基化反应,探究了Cu(OTf)_(2)、Fe(OTf)_(3)、Sc(OTf)_(3)以及非手性磷酸配体四种催化剂类型和不同温度、不同溶剂等反应条件。确定优化反应条件后合成了22含吲哚啉酮取代基的噻唑酮类化合物,并采用微量稀释法研究了化合物的抗真菌活性。结果显示,除化合物17、18效果较差以外,其余20个化合物抗真菌活性较好,值得进一步探讨和研究。A series of thiazolone compounds containing indolinone skeleton were synthesized and their antiresistant Candida albicans activity was screened.The Friedel-Crafts alkylation reaction was carried out using 4-phenylthiazol-2(3H)-ones with different substituents and 2-phenyl-3H-indole-3-ones with different substituents as starting materials.The reaction conditions such as Cu(OTf)_(2),Fe(OTf)_(3),Sc(OTf)_(3) and achiral phosphoric acid ligands,different temperatures and different solvents were investigated.After determining the optimal reaction conditions,a total of 22 target derivatives were synthesized,and their antifungal activities were studied by microdilution method.The results showed that,except for compounds 17 and 18,which have poor effects,the other 20 compounds have good antifungal activity and are worthy of further exploration and research.

关 键 词：噻唑酮 吲哚酮 抗菌活性 白念珠菌 

分 类 号：R914[医药卫生—药物化学] R96[医药卫生—药学] O626[理学—有机化学]