摘要
以柚皮苷为原料，经酸催化水解、O-甲基化或O-异戊烯基化反应、碱催化的丌环反应合成了天然企尔酮卜丸胡椒素A（1）和奄尔酮异戊烯基醚衍生物2；然后以查尔酮1和2为底物，分别通过Mannich反应对其3位进行了胺甲基化修饰，合成了14个未见文献报道的新型查尔酮Mannich碱衍生物3～16．所合成化合物的结构己山核磁兆振谱、红外光谱和质谱所证实，并对所合成的查尔酮及其Mannich碱衍生物进行了乙酰胆碱酯酶（ACHE）抑制活性测试，结果发现杏尔酮Mannich碱衍生物3～5，9具有良好的AChE抑制活性．
Chalcone flavokawain A （1） and chalcone prenyl ether derivative 2 were synthesized from naringin, through gly- coside hydrolysis, O-methylation or O-prenylation, and base-catalyzed ring-opening reaction. Based on Mannich reaction of chalcone 1 and chalcone prenyl ether derivative 2, fourteen new chalcone Mannich base derivatives 3~16 were synthesized. The aminomethylation occurred preferentially at 3＇-C position of chalcones. The structures of all synthesized compounds were determined by MS, NMR and IR spectra. All the synthetic compounds were evaluated for acetylcholinesterase （ACHE） inhibi- tory activity. The results show that chalcone mannich base derivatives 3-5, 9 exhibit good AChE inhibitory activity.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2014年第4期749-755,共7页
Chinese Journal of Organic Chemistry
基金
湖南省自然科学基金(No.14JJ2048)
国家自然科学基金(No.21342015)资助项目~~
