摘要
以白杨素(1)为起始原料,与溴代羧酸乙酯经取代反应制得中间体7-O-乙氧羰基烷基白杨素(3a^3d);3a^3d经水解反应合成了7-O-羧烷基化的白杨素衍生物(4a^4d),其中4b^4d为新化合物,其结构经1H NMR,13C NMR,IR和ESI-MS表征。初步的体外抗癌活性实验结果表明,3和4对人肝癌细胞Hep G2和人胃癌细胞MGC-803具有一定的抗癌活性,且大多数化合物的抗癌活性比母体化合物1强,其中6-(5-羟基-2-苯基-4H-苯并吡喃酮-7-氧)己酸(4d,IC504.04μmol·L-1)对MGC-803细胞的活性抑制作用强于阳性药物DDP(IC504.40μmol·L-1)。
The intermediates,7-O-（ethoxycarbonyl） alkyl chrysin（3a -3d）,were synthesized by substitution reaction of chrysin（1） with bromo alkyl acid ethyl ester. Four 7-O-carboxyalkylation chrysin derivatives（4a -4d） were synthesized by hydrolysis of 3a -3d. 4b -4d were new compounds. The structures were characterized by1 H NMR,13 C NMR,IR and ESI-MS. The anti-cancer activities of 3 and 4 against human hepatocellular carcinoma Hep G2 cells and gastric carcinoma MGC-803 cells were investigated by the standard MTT method. The results indicated that most of them showed better potent anti-cancer activities than 1,IC50 of 6-（5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy） hexanoic acid（4d） and DDP were 4. 04 μmol·L^-1d 4. 40 μmol·L^-1espectively.
出处
《合成化学》
CAS
CSCD
2015年第2期93-97,共5页
Chinese Journal of Synthetic Chemistry
基金
湖南省"十二五"重点学科建设项目
南华大学研究生创新基金资助项目(2012XCX12)
分子靶标新药研究协同创新中心[湘教通(2014)405号]
关键词
白杨素
烷基化
衍生物
合成
抗癌活性
chrysin
alkylation
derivative
synthesis
anticancer activity
