新型3-氧-3-芳基-2-芳基腙-丙腈衍生物的合成及其抗癌活性  

Synthesis and Anti-cancer Activities of 3-Oxo-3-phenyl-2-(phenyl-hydrazono)-propionitrile Derivatives

作　　者：余玮[1] 季鹏[1] 刘奉友 乔春华[1] 

机构地区：[1]苏州大学药学院,江苏苏州215123

出　　处：《合成化学》2015年第2期98-103,118,共7页Chinese Journal of Synthetic Chemistry

摘　　要：以取代苯甲酸、乙腈和取代苯胺为原料,经4步反应合成了31个3-氧-3-芳基-2-芳基腙-丙腈衍生物(5a^5z和5Ⅰ~5Ⅴ),其中5a^5z为新化合物,其结构经1H NMR,13C NMR和MS表征。以STAT3抑制剂姜黄素和Stattic为对照,测试了5对人肝癌细胞、人前列腺癌细胞、人乳腺癌细胞(三株STAT3相关细胞)及小鼠胚胎细胞(STAT3低表达细胞)的抑制活性。结果表明:3-氧-3-(4'-氯苯基)-2-(4″-乙酰苯腙)-丙腈(5e)对受试细胞均有较好的抑制活性,IC50分别为6.01μmol·L-1,7.10μmol·L-1,9.00μmol·L-1和9.89μmol·L-1。Twenty-six novel and five reported 3-oxo-3-phenyl-2-（phenyl-hydrazono）-propionitrilederivatives（5a -5 Ⅴ） were synthesized by a four-step reaction from substituted benzoic acids,acetonitrile and substituted anilines. The structures were characterized by1 H NMR,13 C NMR and MS. The anti-cancer activities of 5 against Hep G2,Du 145,MBA-MD-231 and NIH 3T3（curcumin and stattic as controls） in vitro were investigated by the MTT method. The results showed that 3-oxo-3-（4＇-chlorophenyl）-2-（4″-acetyl-phenylhydrazone）-propionitrile（5e） exhibited the strongest anti-cancer activities against the above cancer cells,IC50 were 6. 01 μmol·L^-1. 10 μmol·L^-1. 00 μmol·L^-1d 9. 89 μmol·L^-1espectively.

关 键 词：3-氧-3-芳基-2-芳基腙-丙腈 STAT3 合成 抗癌活性 

分 类 号：O623.76[理学—有机化学] O625.6[理学—化学]