活性小分子DHMBA含氮衍生物的合成及其抑菌活性  

Synthesis and Antibacterial Activity of Nitrogen-containing Derivatives of Active Molecule DHMBA

作　　者：林啟福 黄精彩 陈海峰 王红 米文静 王玉军 LIN Qi-fu;HUANG Jing-cai;CHEN Hai-feng;WANG Hong;MI Wen-jing;WANG Yu-jun(Guangxi Key Laboratory of Beibu Gulf Marine Biodiversity Conservation, Beibu Gulf University, Qinzhou 535011, China;College of Life Science and Technology, Guangxi University, Nanning 530004, China)

机构地区：[1]北部湾大学广西北部湾海洋生物多样性养护重点实验室,广西钦州535011 [2]广西大学生命科学与技术学院,广西南宁530004

出　　处：《合成化学》2021年第6期484-490,共7页Chinese Journal of Synthetic Chemistry

基　　金：广西自然科学基金资助项目(2016GXNSFBA380142,2017GXNSFBA198083);广西高校中青年教师基础能力提升项目(2018KY0614);钦州市科学研究与技术开发计划项目(20198510,20198520);广西北部湾海洋生物多样性养护重点实验室自主项目(2019ZC02)。

摘　　要：以没食子酸甲酯为原料,通过甲基化、还原反应制得牡蛎中的活性小分子DHMBA,并进一步通过PCC氧化、缩合反应合成其含氮衍生物(4a~4d);为进行构效分析,分别选用与DHMBA分子结构相近的丁香醛和2,3,4-三羟基苯甲醛作为原料,通过缩合反应制得一系列含氮衍生物(5a~5d)和(6a~6d),其结构经^(1)H NMR,^(13)C NMR和HR-MS(ESI)表征。采用滤纸片法测试了化合物2~6对大肠杆菌和金黄色葡萄球菌的抑制活性。结果表明:在10~40 mg·mL^(-1)内,化合物4~6对受试菌种均表现出一定的抑制活性,其中4b、6b和6d的抑菌活性最为显著。Using methyl gallate as raw material,the active molecule DHMBA from oyster was prepared by methylation and reduction reaction,and its nitrogen-containing derivatives(4a~4d)were further synthesized by PCC oxidation and condensation reaction.In order to carry out the structure-activity relationship analysis,the syringaldehyde and 2,3,4-trihydroxybenzaldehyde which similar in structure to the DHMBA molecule were selected as raw materials,and a series of nitrogen-containing derivatives(5a~5d)and(6a~6d)were synthesized by the condensation reaction.The structures were characterized by ^(1)H NMR,^(13)C NMR,and HR-MS(ESI).The preliminary antibacterial activities of compounds(2~6)against Escherichia coli and Staphylococcus aureus were investigated by filter paper method.The results showed that compounds(4~6)exhibited certain inhibitory activities on the tested strains in the concentration range of 10~40 mg·mL^(-1),of which 4b,6b and 6d showed significant antibacterial activities.

关 键 词：没食子酸 牡蛎 DHMBA 含氮衍生物 合成 抑菌活性 缩合 甲基化 

分 类 号：O625.41[理学—有机化学]