黄酮衍生物的合成及其抗炎活性研究  

Study on synthesis and anti-inflammatory activity of flavone derivatives

作　　者：刘晓平[1] 于小凤[2] 洪秀云[1] 郅慧[1] 黄二芳[1] 胡春[1] 

机构地区：[1]沈阳药科大学制药工程学院,辽宁沈阳110016 [2]江苏大学药学院,江苏镇江212013

出　　处：《中国药物化学杂志》2009年第5期340-344,共5页Chinese Journal of Medicinal Chemistry

基　　金：国家自然科学基金资助项目(20472053)

摘　　要：目的设计合成一系列黄酮衍生物,并考察其抗炎活性。方法采用Baker-Venkataraman反应合成单羟基取代的黄酮,进而经Williamson反应合成黄酮衍生物;以布洛芬为阳性对照药,采用巴豆油致小鼠耳肿胀实验对5个目标化合物(1a、1c、1d、2a、2c)的抗炎活性进行了评价。结果与结论以2′,5′-二羟基苯乙酮或2′,4′-二羟基苯乙酮为原料,合成了12个未见文献报道的新化合物,其结构经核磁共振氢谱、高分辨质谱及红外光谱确证。初步的药理筛选结果表明,化合物6-[2-(4-吗啉基)乙氧基]黄酮(1a)和2′-氟-7-(2-二甲氨基甲酰甲氧基)黄酮(2c)具有潜在的抗炎活性。Aim To synthesize a series of new flavone derivatives and to study their anti-inflammatory activity.Methods The mono-hydroxy substituted flavones were synthesized from 2＇,5＇-dihydroxyacetophenone and 2＇,4＇-dihydroxyacetophenone via Baker-Venkataraman reaction.The flavone derivatives were synthesized by reacting mono-hydroxy substituted flavones with some chloroacetamides or 2-chloroethylamines via Williamson reaction and the anti-inflammatory activity of five target compounds（1a,1c,1d,2a,2c） were evaluated by using the croton oil-induced ear edema test in Kunming mice with ibuprofen as positive control.Results and conclusion Twelve new flavone derivatives were synthesized and characterized by 1H-NMR,HR-MS and IR.Preliminary pharmacological test showed that 6-[2-（4-morpholinyl）ethoxy]flavone（1a） and 2＇-fluro-7-（2-dimethylamino-2-oxoethoxy）flavone（2c） possessed potent anti-inflammatory activity.

关 键 词：化学合成 黄酮衍生物 表征 抗炎活性 

分 类 号：R914[医药卫生—药物化学]