异黄酮Mannich碱衍生物的合成与抗增殖活性研究  

Synthesis and antiproliferative activity of isoflavone Mannich derivatives

作　　者：李蔚 李兴 汪秋安[2] LI Wei;LI Xing;WANG Qiu-an(School of Materials and Environmental Engineering,Hunan University of Humanities,Science and Technology,Loudi 417000,China;College of Chemistry and Chemical Engineering,Hunan University,Changsha 410082,China)

机构地区：[1]湖南人文科技学院材料与环境工程学院,湖南娄底417000 [2]湖南大学化学化工学院,湖南长沙410082

出　　处：《化学研究与应用》2023年第4期753-758,共6页Chemical Research and Application

基　　金：湖南省科技创新人才计划项目(2017TP1021,kc1704007)资助;湖南省自然科学基金项目(2018JJ12034)资助。

摘　　要：本文以间苯三酚和对羟基苯乙酸为原料,经Friedel-Crafts酰基化、增碳关环以及选择性O-甲基化反应合成得到4’,7-二甲氧基金雀异黄酮(1)。再以4’,7-二甲氧基金雀异黄酮(1)为底物,在其C-6位与多种仲胺进行Mannich反应,合成了8个未见文献报道的4’,7-二甲氧基金雀异黄酮Mannich碱衍生物2~9。将化合物1~9对人宫颈癌细胞(Hela)、人乳腺癌细胞(HCC1954)和人卵巢癌(SK-OV-3)细胞进行抗增殖活性测试,结果表明部分4’,7-二甲氧基金雀异黄酮Mannich碱衍生物具有一定的抗癌细胞增殖生物活性。4’,7-Dimethoxygenistein(1)was synthesized from phloroglucinol and p-hydroxyphenylacetic acid by Friedle-Crafts acetylation,cyclization and regioselective O-methylation reaction.Based on Mannich reaction of 4’,7-dimethoxygenistein(1)with various secondary amines at the C-6 position,eight 4’,7-dimethoxygenistein Mannich base derivatives 2~9,which had not been reported in the literature,were synthesized.All synthesized target compounds were tested for antiproliferative activities on Hela(human cervical carcinoma)cells,HCC1954(breast cancer)cells and SK-OV-3(ovarian cancer)cells.The biological testing results showed that some synthetic 4’,7-dimethoxygenistein Mannich base derivatives exhibited moderate antiproliferative activities against the three human cancer cells.

关 键 词：4’ 7-二甲氧基金雀异黄酮 Mannich碱衍生物 合成 抗增殖活性 

分 类 号：O622.6[理学—有机化学]