4-羟甲基-2(5H)-呋喃酮的合成及对铜绿假单胞菌生物膜的影响  

Synthesis of 4-(hydroxymethyl)-2(5H)-furanone and its effect on the biofilms of Pseudomonas Aeruginosa

作　　者：王玉真[1] 叶春强[1] 刘国勇[1] 孙平华[1] 陈卫民[1] 

机构地区：[1]暨南大学药学院,广东广州510632

出　　处：《化学试剂》2010年第11期970-972,1008,共4页Chemical Reagents

基　　金：国家自然科学基金资助项目(30572237);广州市科技计划资助项目(2009J1-C271)

摘　　要：对天然化合物4-羟甲基-2(5H)-呋喃酮的合成路线进行了改进,采用三羟甲基氨基甲烷盐酸盐为起始原料,经二羟基保护、氧化成酮,再与乙酸乙酯基三苯基膦叶立德反应,脱保护成内酯环合成出4-羟甲基-2(5H)-呋喃酮,总产率为23%。考察了其对铜绿假单胞菌生物膜的影响,结果显示该化合物对细菌生物膜的形成有一定的抑制作用。The method for synthesis of the natural compound 4-（hydroxymethyl）-2（5H）-furanone was improved by starting from tris（hydro-xymethyl）aminomethane hydrochloride,via a procedure of protecting two hydroxyl groups and formation of ketone through oxidation,followed by reacting with（ethoxycarbonylmethylene）triphenyl phosphonium ylide,and deprotection and cyclization as lactone.The overall product yield reached 23%.Its effects on pseudomonas aeruginosa biofilm were assayed,and the test results showed that the title compound acted as weak inhibitor on the bacterial biofilm formation.

关 键 词：膦叶立德 细菌生物膜 4-羟甲基-2(5H)-呋喃酮 

分 类 号：O626.11[理学—有机化学]