磺酰脒衍生物的合成及其抗肿瘤活性  

Synthesis and Antitumor Activities of Sulfonyl Amidine Derivatives

作　　者：刘菲[1] 刘楠[1] 何菱[1] 

机构地区：[1]四川大学华西药学院,四川成都610041

出　　处：《合成化学》2014年第4期440-443,共4页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21072131)

摘　　要：以氯化亚铜为催化剂,叔胺为底物,磺酰叠氮为氮源,经"一锅法"合成了11个磺酰脒衍生物(3a^3k,其中3c,3e^3i和3k为新化合物),收率43%~96%,其结构经1H NMR,13C NMR和HR-ESI-MS表征。采用MTT法研究了3a^3j对人肺癌细胞(A549),人结肠癌细胞(HCT116)和人肝癌细胞(HepG2)的抗肿瘤活性。结果表明:在用药量为20μg·mL-1时,3a^3k对A549,HCT116和HepG2的抑制率均优于对照药紫杉醇,其中N,N-二乙基-N'-对甲氧基苯磺酰脒(3b)对A549的抑制率为82%;N,N-二丙基-N'-对甲氧基苯磺酰脒(3c)对HCT116抑制率为80%,具有较好的抗肿瘤活性。Eleven sulfonyl amidine derivatives （3a ～ 3k） were synthesized by ＂one-pot＂ using tertiaryamines as the substrate,sulfonyl azides as nitrogen source and CuC1 as the catalyst.The structures were characterized by 1H NMR,13C NMR and HR-ESI-MS.3c,3e ～ 3i and 3k were new compounds.The in vitro antitumor activities of 3a ～ 3k were tested by MTT method.The results showed that 3a ～ 3k exhibited better antitumor activities agast A549,HCT116 and HepG220 cells at 20 μg ·mL-1.The inhibition of N,N-dipropyl-N＇-tosylformimidamide （3b） against A549 cells was 82 %,and N＇ [（4-methoxyphenyl） sulfonyl]-N,N-dipropylformimidamide （3c） against HCT116 cells was 80 %.

关 键 词：磺酰脒类衍生物 磺酰叠氮 叔胺 合成 抗肿瘤活性 

分 类 号：O623.626[理学—有机化学] O621.3[理学—化学]