Synthesis of 5-(bromomethylene)furan-2(5H)-ones and 3-(bromomethylene)isobenzofuran-1(3H)-ones as inhibitors of microbial quorum sensing
Synthesis of 5-(bromomethylene)furan-2(5H)-ones and 3-(bromomethylene)isobenzofuran-1(3H)-ones as inhibitors of microbial quorum sensing
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DOI：
10.1039/b803926g
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发表时间：
2008-09-01
影响因子：
3.3
通讯作者：
Lonn-Stensrud, Jessica
中科院分区：
文献类型：
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作者：
Benneche, Tore;Hussain, Zainab;Lonn-Stensrud, Jessica
(E)-和(Z)-5-（溴乙烯）呋喃-2(5H)-酮和(E)-和(Z)-3-（溴乙烯）异苯并呋喃-1(3H)-酮分别以市售的顺丁二烯酸酐和邻苯二甲酸酐为原料制备。溴脱羧反应或溴脱羧反应是合成中的关键步骤。呋喃酮类化合物对表皮葡萄球菌的微生物交流和生物膜形成的干扰能力进行了研究。
(E)- and (Z)-5-(Bromomethylene)furan-2(5H)-ones and (E)- and (Z)-3-(bromomethylene)isobenzofuran-1(3H)-ones have been prepared starting from commercially available maleic anhydrides and phthalic anhydrides, respectively. A debrominative decarboxylation or a bromodecarboxylation reaction is a key step in the synthesis. The furanones were investigated for their ability to interfere with microbial communication and biofilm formation by Staphylococcus epidermidis.