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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 被引量:2

Synthesis of 4-(hydroxymethyl)-2(5H)-furanone and its effect on the biofilms of Pseudomonas Aeruginosa
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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.
机构地区 暨南大学药学院
出处 《化学试剂》 CAS CSCD 北大核心 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)
关键词 膦叶立德 细菌生物膜 4-羟甲基-2(5H)-呋喃酮 phosphonium ylide bacterial biofilm 4-(hydroxy-methyl)-2(5H)-furanone
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