六种乙酰甲喹衍生物的合成及抗菌活性研究  

Synthesis and Antibacterial Activity of Six Acephine Derivatives

作　　者：曾碧凡 宋哲学 杨营玉 张凯赟 张淋淋 蔡东 ZENG Bi-fan;SONG Ze-xue;YANG Ying-yu;ZHANG Kai-yun;ZHANG Lin-lin;CAI Dong(The First Clinical College,Jinzhou Medical University,Jinzhou 121001,China;The School of Pharmacy,Jinzhou Medical University,Jinzhou 121001,China)

机构地区：[1]锦州医科大学第一临床学院,辽宁锦州121001 [2]锦州医科大学药学院,辽宁锦州121001

出　　处：《广州化学》2023年第2期68-73,80,共7页Guangzhou Chemistry

基　　金：2021年国家级大学生创新创业训练项目(202110160005)。

摘　　要：以乙酰甲喹和取代伯胺为原料,设计、合成了一系列含有席夫碱片段的衍生物,其中四种为新化合物,结构经^(1)H-NMR、^(13)C-NMR和高分辨率质谱表征。首次通过单晶结构证明了选择性还原产生副产物3-乙酰基-2-甲基喹喔啉-1-氧化物的结构。体外抗菌活性结果表明,目标化合物对金黄色葡萄球菌、枯草芽孢杆菌、大肠埃希菌、铜绿假单胞菌等抗菌活性较差,但部分目标化合物在人工胃液中的水解物抗菌活性明显优于乙酰甲喹。A series of derivatives containing schif base fragments were designed and synthesized from mequindox and substituted primary amines.Four of them were new compounds,and their structures were characterized by ^(1)H-NMR,^(13)C-NMR and HRMS.The stucture of 3-acetyl-2-methylquinoxaline-1-oxide,a by-product of selective reduction,was directly demonstrated by single crystal structure.The in vitro antibacterial activity show that the target compounds have poor antibacterial activities against Staphylococcus aureus,Bacillus subilis,Escherichia coli,Pseudomonas aeruginosa,but the antibacterial activities of some target compounds in artificial gastric juice are significantly better than those of mequindox.

关 键 词：乙酰甲喹 席夫碱 合成 抗菌活性 选择性还原 晶体结构 

分 类 号：O626.4[理学—有机化学]