摘要
以间氯苯胺与乙氧基亚甲基丙二酸二乙酯(EMME)为原料,经缩合、高温环合、水解、氯代和亲核取代等反应设计并合成了16个3位为(4'-吗啉)-羰基或乙氧羰基的4-苯氨基喹啉化合物(Ⅰ1～Ⅰ10,Ⅱ1～Ⅱ6).目标化合物结构经MS及1H NMR确证.以MTT法,采用表皮生长因子受体(EGFRs)高表达的人癌细胞(HeLa,HepG2,BGC-823)对目标化合物进行活性测试,结果表明,该类化合物对HeLa,HepG2和BGC-823细胞增殖具有一定程度的抑制作用.其中化合物Ⅱ4～Ⅱ6对HepG2细胞抑制作用较强,化合物Ⅱ1和Ⅱ5对BGC-823细胞抑制作用较强.初步探讨了化合物结构与生物活性的关系.
Sixteen new 4-anilinoqunolines with 4′-morphohne-carbonyl group or ethoxyearbonyl group at C3 position（ Ⅰ1--Ⅰ10, Ⅱ1--1Ⅱ6 ） were designed and synthesized from 3-chlorobenzenamine and ethoxymethylene malonie diethyl ester（EMME） by the condensation, high-temperature eyclization, hydrolysis and nucleophilic substitution reaction. Their structures were confirmed by MS and ^1H NMR analysis. The antitumor activities of these compounds were evaluated by MTF assay in HeLa, HepG2 and BGC-823 cells expressing high levels of epidermal growth factor receptor（ EGFR ）. These compounds exhibited somewhat inhibitory activities against the three cancer cells. Among them, compounds Ⅱ4- Ⅱ6 had stronger inhibition on HepG2 cell and Ⅱ1, Ⅱ5 had stronger activitv on BGC-823 cell. Preliminary structure-activity relationship was also discussed.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
2012年第10期2249-2255,共7页
Chemical Journal of Chinese Universities
