O-(1-芳硒基-3-铵基)异丙基-O-2-(N^3-替加氟)乙基硫代磷酯的合成与活性  

Synthesis and antitumor activity of O-(1-arylseleno-3-ammonium) isopropyl-O-2-(N^3-tegafur) ethyl thiophosphate

作　　者：刘少琼[1,2] 陆振荣[1,3] 臧中林[1] 李言杰[1] 许新华[1] 

机构地区：[1]湖南大学化学化工学院 [2]中南大学湘雅二医院,湖南长沙410011 [3]湖南永利化工股份有限公司,湖南株洲412004

出　　处：《中国药物化学杂志》2007年第4期217-220,共4页Chinese Journal of Medicinal Chemistry

基　　金：国家自然科学基金项目(20372020)。

摘　　要：目的合成O-(1-芳硒基-3-铵基)异丙基-O-2-(N3-替加氟)乙基硫代磷酯,并测定其活性。方法六乙基亚磷酰三胺依次与羟乙基替加氟、1-芳硒基甘油及硫反应,得到环甘油硫代磷替加氟缀合物,分别通过三乙胺及三甲胺对其进行亲核开环,得到目标产物。结果与结论得到12个新化合物,其结构经过1H-NMR、31P-NMR及元素分析确证。目标化合物对膀胱癌细胞PGA1、胃癌细胞BGC-823有一定的抑制作用。Aim To synthesize O-（1-arylseleno-3-ammonium） isopropyl-O-2-（N^3-tegafur） ethyl thiophosphate and test their antitumor activities. Methods Hexaethylphosphorous triamide was treated with N^1-（2- furanidyl）-N^3-（hydroxyethyl）-5-fluyorouracil and 1-seleniumaryl glycerol as well as sulfur in one-pot to give intermediates 2a- 2d. 2a- 2d reacted respectively with triethylamine and trimethylamine to give title compounds 3a - 3h. Results and conclusion Twelve new compounds were synthesized. Their structure were confirmed by ^1H-NMR, ^31p-NMR, and elemental analysis. 3a - 3h show high antitumor activities against human uriaryl bladder cancer cell PGA1 and BGC-823.

关 键 词：替加氟 有机硒 内盐式磷酸酯 抗癌活性 

分 类 号：R914[医药卫生—药物化学] R962[医药卫生—药学]