含氮杂环的单羰基姜黄素类似物的合成及抗炎活性  

Synthesis of mono-carbonyl curcumin analogues containing nitrogen heterocyclic ring and their anti-inflammatory activities

作　　者：王敏姗 姜程曦[2] 张亚利[2] 

机构地区：[1]浙江省宁波市第四医院中药房,浙江宁波315700 [2]温州医科大学药学院,浙江温州325035

出　　处：《中草药》2014年第24期3532-3537,共6页Chinese Traditional and Herbal Drugs

基　　金：国家"十二五"科技支撑计划(2011BAI04B04);浙江省自然科学基金(LQ12H30002)

摘　　要：目的设计合成一系列含氮杂环的单羰基姜黄素类似物并考察其抗炎活性。方法以不同的含氮化合物与噻吩-2-丙烯酰氯反应得目标产物,通过1H-NMR和ESI-MS确定了其结构;以脂多糖（LPS）刺激小鼠巨噬细胞释放炎症因子肿瘤坏死因子-α（TNF-α）和白细胞介素-6（IL-6）考察其抗炎活性。结果：共合成了13个目标化合物;部分化合物能显著抑制炎症因子的释放,尤其是化合物Z5表现出较强的抗炎活性。结论：化合物Z1、Z5、Z9~Z13是未见报道的新化合物,Z5可以作为抗炎类药物研发的候选化合物。Objective A series of mono-carbonyl curcumin analogues containing nitrogen heterocyclic ring were designed and synthesized and their anti-inflammatory activities were detected. Methods A mixture of thiophen-2-acryloyl chloride and compounds containing nitrogen heterocyclic ring reacted to yield the target compounds, and the structures were identified using 1H-NMR and ESI-MS. The anti-inflammatory activity of these compounds was detected by mouse macrophages producing pro-inflammatory cytokines TNF-α and IL-6 induced by LPS. Results Thirteen target compounds were synthesized, and some of these compounds could significantly inhibit the production of inflammatory cytokines, especially compound Z5 exhibited the most inhibitory activity. Conclusion Compounds Z1, Z5, and Z9—Z13 are new compounds, and compound Z5 could be used as the candidate of anti-inflammatory drug.

关 键 词：噻吩-2-丙烯酰氯 姜黄素类似物 脂多糖 巨噬细胞 炎症因子 

分 类 号：R284.1[医药卫生—中药学]