新型卤代3-芳基香豆素的合成及其抗癌活性  

Synthesis and Anti-cancer Activities of Novel Halogenated 3-Arylcoumarins

作　　者：肖春芬[1] 黄桐堃 XIAO Chun-fen;HUANG Tong-kun(Guangdong Food and Drug Vocational College,Guangzhou 510520,China;School of Pharmaceutical Sciences,Sun Yat-sen University,Guangzhou 510006,China)

机构地区：[1]广东食品药品职业学院,广东广州510520 [2]中山大学药学院,广东广州510006

出　　处：《合成化学》2019年第2期92-97,共6页Chinese Journal of Synthetic Chemistry

基　　金：广东省医学科学技术研究基金资助项目(A2017437);广东食品药品职业学院自然科学研究项目(2016YZ015)

摘　　要：以卤代芳基乙酸和2,3,4-三羟基苯甲醛为主要原料,经Perkin缩合和关环反应制得12个含卤素的7,8-二乙酰氧基-3-芳基香豆素化合物(D_1～D_(12));D_1～D_(12)经水解反应合成了12个含卤素的7,8-二羟基-3-芳基香豆素化合物(E_1～E_(12)),除D_2,D_4～D_6,E_2,E_4～E_6外均为新化合物,其结构经~1H NMR和MS(EI)表征。采用MTT法研究了D_1～E_(12)对人肺癌细胞株(A549)的体外细胞毒性。结果表明:D_1～E_(12)均表现出不同程度的肿瘤细胞增殖抑制活性(IC_(50)≥192.74μmol·L^(-1))。Twelve halogenated 7,8-diacetoxy-3-arylcoumains(D 1~D 12)were prepared by Perkin condensation and cyclization reaction from halogenated aryl acetic acids and 2,3,4-trihydroxybenzaldehyde.Then twelve 7,8-dihydroxyl-3-arylcoumains(E 1~E 12)were synthesized by hydrolyzation reaction of D 1~D 12.All the compounds were novel except D 2,D 4~D 6,E 2 and E 4~E 6.The structures were characterized by 1 H NMR and MS(EI).The in vitro cytotoxicities of compound D 1~E 12 to human lung cancer cell line(A549)was determined by MTT assay.The results showed that,to some extent,D 1~E 12 exhibited proliferation inhibitory activities(IC 50≥192.74μmol·L^-1).

关 键 词：卤代3-芳基香豆素 Perkin缩合 水解反应 合成 抗肿瘤活性 

分 类 号：O626[理学—有机化学]