丙烯海松酸及其噻二唑衍生物的制备及抑菌活性  

Synthesis and Antibacterial Activity of Acrylpimaric Acid and Its Thiadiazole Derivatives

作　　者：李健[1] 饶小平[2,3,4,5] 宋湛谦 肖国民[1] 商士斌[2,3,4,5] 

机构地区：[1]东南大学化学与化工学院,江苏南京211189 [2]中国林业科学研究院林产化学工业研究所 [3]生物质化学利用国家工程实验室 [4]国家林业局林产化学工程重点开放性实验室 [5]江苏省生物质能源与材料重点实验室,江苏南京210042

出　　处：《林产化学与工业》2014年第3期55-59,共5页Chemistry and Industry of Forest Products

基　　金：“十二五”国家科技支撑计划资助项目(2012BAD32B03)

摘　　要：松香与丙烯酸通过D-A加成反应,制得左旋海松酸丙烯酸加合物(丙烯酸松香),该化合物经进一步分离提纯得到丙烯海松酸。以丙烯海松酸为起始原料,经酰氯化,酰肼化,双酰肼化和关环反应等步骤合成了6个噻二唑类衍生物分别为:丙烯海松(2-甲基)噻二唑(5a)、丙烯海松(2-苯基)噻二唑(5b)、丙烯海松(2-苯乙基)噻二唑(5c)、丙烯海松(2-对氟苯基)噻二唑(5d)、丙烯海松(2-对氯苯基)噻二唑(5e)、丙烯海松(2-对硝基苯基)噻二唑(5f),通过IR、1H NMR、MS和元素分析等分析手段对化合物进行了结构鉴定。初步的生物活性结果显示,制备的化合物5f对大肠埃希氏杆菌的最小抑菌浓度达到64 mg/L,比市售杀菌剂新洁尔灭(128 mg/L)的活性高。Acrylpimaric acid was prepared from rosin through Diels-Alder addition reaction, and then a series of thiadiazole derivatives from acrylpimaric acid were synthesized. Acrylpimaric Acid and its thiadiazole structures were characterized by IR, 1H NMR, MS, and elemental analysis. The antibacterial activities of these newly synthesized derivatives against Gram-negative bacteria and Gram-positive bacteria were also investigated. The results indicated that these compounds displayed extensive anti-bacterial activity against Gram-negative bacteria and gram-positive bacteria. Especially, compound 5f exhibited excellent antibacterial activity against Escherichia coli than bromogeramine. Compared with bromo-geramine （128 mg/L）, compound 5f （64 mg/L） possessed a lower MIC value.

关 键 词：松香 丙烯海松酸 噻二唑 抑菌活性 

分 类 号：TQ351[化学工程]