芳香丙烯酸酯类蛇床子素衍生物的合成与抗菌活性  

Synthesis and antibacterial activities of osthole aromatic acrylate derivatives

作　　者：卢子聪 周绪容 陈阳密 杨家强 LU Zicong;ZHOU Xurong;CHEN Yangmi;YANG Jiaqiang(School of Pharmacy,Zunyi Medical University,Zunyi 563000,Guizhou,China)

机构地区：[1]遵义医科大学药学院,贵州遵义563000

出　　处：《精细化工》2024年第10期2273-2279,2289,共8页Fine Chemicals

基　　金：贵州省科技计划项目(黔科合[2018]5772-48);贵州省中医药管理局项目(QZYY[2022]038)。

摘　　要：在前期对蛇床子素研究的基础上,保留其优势结构,与芳香丙烯酸组合,设计合成了24个酯类衍生物,经^(1)HNMR、^(13)CNMR和元素分析对其进行结构确证。抗菌活性测试结果显示:化合物(E,E)-4-硝基苯基丙烯酸[(7-甲氧基-2-氧代-2H-色烯-8-基)-3-甲基-2-丁烯]酯(Ⅲh)和(E,E)-噻唑-2-丙烯酸[(7-甲氧基-2-氧代-2H-色烯-8-基)-3-甲基-2-丁烯]酯(Ⅲt)的抗菌效果最为显著,前者对金黄色葡萄球菌(S. aureus)、大肠杆菌(E. coli)、耐甲氧西林金黄色葡萄球菌(MRSA)和耐氟喹诺酮大肠杆菌(FREC)的最小抑菌浓度(MIC)分别为4、16、8和16 mg/L,后者对S. aureus、MRSA、E. coli和FREC的MIC分别为2、8、4和8 mg/L,对所测细菌的抑制活性优于前期化合物,具有潜在的研究价值。On the basis of previous research on osthole,twenty-four ester derivatives were designed and synthesized from combination of advantageous structure of osthole with aromatic acrylic acids,with their structures confirmed by ^(1)HNMR,^(13)CNMR and elemental analysis.Data from antibacterial activity analysis showed that(E,E)-4-nitrophenylacrylic acid[(7-methoxy-2-oxo-2H-chromoene-8-yl)-3-methyl-2-butene]ester(Ⅲh)and(E,E)-thiazole-2-acrylic[(7-methoxy-2-oxo-2H-chromoene-8-yl)-3-methyl-2-butene]ester(Ⅲt)displayed the most significant antibacterial effect,with the minimum inhibitory concentrations(MIC)of compoundⅢh against Staphylococcus aureus(S.aureus),Escherichia coli(E.coli),methicillin-resistant Staphylococcus aureus(MRSA)and fluoroquinolone-resistant Escherichia coli(FREC)of 4,16,8 and 16 mg/L,respectively,while those ofⅢt of 2,8,4,8 mg/L,respectively.Their inhibitory activities against the tested bacteria were better than those of previous compounds,showing potential research value.

关 键 词：芳香丙烯酸酯 蛇床子素衍生物 合成 抗菌活性 医药原料 

分 类 号：R914.5[医药卫生—药物化学] TQ465[医药卫生—药学]