不对称姜黄素类似物的合成及其清除自由基的研究  

Synthesis and free radical scavenging abilities of unsymmetrical curcumin analogues

作　　者：杜志云[1] 涂增清[1] 张焜[1] 卢宇靖[1] 莫容清[1] 汤志恺[1] 

机构地区：[1]广东工业大学轻工化工学院,广东广州510006

出　　处：《化学研究与应用》2011年第9期1126-1131,共6页Chemical Research and Application

基　　金：广东省科技计划资助项目(2007A020300007-10)

摘　　要：姜黄素类化合物中,非对称结构的单去甲氧基姜黄素具有一些特殊的生物活性。通过碱法合成2-单取代苯亚甲基环戊酮中间体,再用酸催化合成了10不对称的单羰基姜黄素类似物,多酚羟基的类似物可以不通过羟基保护直接合成,其中,除A1外其它9个为新化合物,并测试了所合成类似物对DPPH自由基的清除能力。结果表明类似物的酚羟基对自由基清除活性起关键作用,其中含邻二酚羟基的类似物的活性优于含间二酚羟基的类似物,酚羟基邻位引入供电子基团能提高化合物的活性。Demethoxycurcumin of curcuminoids,with non-symmetrical structure,exhibited some special biological activities.Totally,Except A1 9 new unsymmetrical curcumin analogues were synthesized through reacting the key intermediates 2-arylidenecyclopentanones catalyzed by base with other aromatic benzaldehydes in the acidic condition,the poly phenolic analogues could easily obtained without protecting the hydroxyl groups,and their ability to scavenge DPPH free radical was evaluated.The results revealed that the phenolic group acted as the decisive factor of scavenging ability,the ortho-dihydroxy substituted compounds displayed higher scavenging activities than those substituted by meta-dihydroxy groups,and introduction of electron donor groups to the ortho position of the phenolic hydroxyl group would increase their scavenging activities.

关 键 词：姜黄素 不对称姜黄素类似物 清除自由基 DPPH 

分 类 号：O629.5[理学—有机化学]