新型5-苯亚甲基-3,4-二卤-2(5H)-呋喃酮衍生物的合成与生物活性  

Synthesis and biological evaluation of novel 5-benzylidene-3,4-dihalo-furan-2-one derivatives

作　　者：王芳 江瑾 于艳玲 吕健 王万春 

机构地区：[1]青岛市口腔医院,山东青岛266000 [2]青岛市中心医院,山东青岛266042

出　　处：《化学研究》2017年第3期335-342,共8页Chemical Research

基　　金：青岛市市南区科技发展资金项目(2016-3-042-YY);青岛市2015年度医药科研指导计划(2015-WJZD094)

摘　　要：以粘卤酸为起始原料,经还原缩合、再缩合、成醚反应合成了15个5-苯亚甲基-3,4-二卤-2(5H)-呋喃酮衍生物4a-4o,其结构经~1H-NMR、^(13)C-NMR、MS谱确证.研究所有化合物对细菌脂多糖LPS诱导RAW264.7细胞的抗炎作用.初步活性结果显示,4a-4o对于LPS诱导RAW264.7细胞所产生的NO有抑制作用,其中化合物4h和4i的NO抑制率比较高.生物活性的研究结果表明,卤代呋喃酮结构、吡啶环上连有给电子基团都可以提高化合物的体外抗炎生物活性,为临床上炎症等相关疾病的治疗提供新的药物设计和研究思路.The 5-benzylidene-3,4-dihalo-furan-2-one derivatives 4a-4o were synthesized from mucobromic acid or mucochloric acid via several steps: reduction condensation,condensation and aethrization,and their structures were characterized by ~1H-NMR,^(13)C-NMR and MS. Their anti-inflammatory activities in vitro were evaluated by utilizing mice macrophage cells RAW264.7 which were induced by bacterial lipopolysaccharide LPS. Results of biological activity showed that 4a-4o had inhibitory effect on NO production in LPS-stimulated RAW264.7 cells,which 4h and 4i displayed excellent inhibitory activities on the production of NO. These research findings showed that compounds with halogenated furanone structure and electronic group on the pyridine ring had excellent anti-inflammatory activity,providing further new drug design and research strategy for the treatment of inflammation.

关 键 词：5-苯亚甲基-3 4-二卤-2(5H)-呋喃酮衍生物 合成 生物活性 

分 类 号：O626.1[理学—有机化学]