黄酮及其衍生物的高效合成和抗肿瘤活性

目的设计合成一系列黄酮衍生物,并考察其抗肿瘤活性,并发现1种高效合成黄酮的新方法。方法以2,46,-三羟基苯乙酮为原料,选择性甲基化、酯化、Baker-Venkataraman重排成β-二酮,进而三氟甲磺酸三甲基硅酯催化β-二酮环合合成5个黄酮;以白杨素为母体,经烷基化反应、Man-nich反应合成了一系列白杨素衍生物。采用MTT3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazo-lium bromide]法测试部分目标化合物对脑胶质瘤细胞(C6)和人肝癌细胞(HepG2)的抑制活性。结果与结论合成了17个化合物,其中3个为新化合物。其结构经过核磁共振氢谱、质谱确认;4个目标化合物的体外抗肿瘤活性明显强于白杨素。

Efficient synthesis and antitumor activities of flavone and its derivatives

Objective To synthesize flavone and its derivatives and study their antitumor activities.To find a new method for efficient synthesis of flavones. Methods The 1,3-dione compounds were synthesized from 2,4,6-trihydroxylacetophenone via selective methylation,esterification,Baker-Venkataraman rearrangement,a series of flavones were obtained by trimethylsilyl trifluoromethanesulfonate(TMSOTf)catalytic cyclization.Starting from chrysin as the lead compounds,six chrysin derivatives,including one new compound,were...