B环三甲氧基A环氨基黄酮类化合物的合成  

Synthesis of B-ring Trimethoxy A-ring Amino Flavonoids

作　　者：乔慧 张超[1] 杜建彪 谢志忠[1] 唐国涛[1] QIAO Hui;ZHANG Chao;DU Jian-biao;XIE Zhi-zhong;TANG Guo-tao(Institute of Pharmacy and Pharmacology,Hunan Provincial Key Laboratory of Tumor Microenvironment Responsive Drug Research,Hunan Hengyang 421001,China)

机构地区：[1]南华大学药物药理研究所,肿瘤微环境响应药物研究湖南省重点实验室,湖南衡阳421001

出　　处：《广州化工》2024年第1期43-45,共3页GuangZhou Chemical Industry

基　　金：湖南省自然科学基金(2020jj4534);2022湖南省大学生创新训练项目(20223526)。

摘　　要：天然黄酮类化合物溶解性差、生物利用度低,根据拼合原理将苯三甲氧基引入到氨基黄酮结构的B环中,以提高其溶解性。以乙酰氨基苯酚为原料,经Friedel-Crafts反应、羟醛缩合反应得到查尔酮衍生物,后经环合、水解最终得到B环三甲氧基A环氨基黄酮类化合物。该化合物已经^(1)H NMR、^(13)C NMR、ESI-HRMS确认结构,且合成路线简单、经济,为氨基黄酮类衍生物的合成及工业生产提供了研究基础。Natural flavonoids have poor solubility and low bioavailability.Benzotrimethoxy was introduced into the B-ring of the amino flavonoid structure according to the principle of collocation to improve its solubility.Using acetaminophenol as raw material,chalcone derivatives were obtained by Friedel-Crafts reaction and aldehyde condensation reaction,and then B-ring trimethoxy A-ring amino flavonoids were finally obtained by cyclization and hydrolysis.The structure of this compound had been confirmed by ^(1)H NMR,^(13)C NMR and ESI-HRMS,and the synthetic route was simple and economical,which provided a research basis for the synthesis and industrial production of aminoflavonoid derivatives.

关 键 词：黄酮 苯环三甲氧基 合成 

分 类 号：R914.5[医药卫生—药物化学]