姜黄素类似物2,5-双(2,4-二羟基苯亚甲基)环戊酮的合成及酪氨酸酶抑制活性  

Synthesis and tyrosinase inhibitory activity of curcumin analogue 2,5-bis(2,4-dihydroxybenzylidene) cyclopentanone

作　　者：莫容清[1] 杜志云[1] 涂增清[1] 张焜[1] 汤志恺[1] 潘文龙 

机构地区：[1]广东工业大学轻工化工学院,广东广州510006 [2]中国广州分析测试研究中心,广东广州510070

出　　处：《化学试剂》2012年第2期101-103,107,共4页Chemical Reagents

基　　金：国家自然科学基金资助项目(21042003);广东省科技计划资助项目(2007A020300007-10)

摘　　要：以2,4-二羟基苯甲醛和环戊酮为原料,无水乙醇为溶剂,40%的NaOH水溶液为催化剂,经Claisen-Schmidt反应催化合成了标题化合物,其结构通过1HNMR、MS进行表征。化合物的初步生物活性测试结果表明,该化合物具有很强的酪氨酸酶抑制活性,半抑制浓度(Ic50)为0.78μmol/L,比曲酸(Ic50=28.59μmol/L)的活性强36倍多。抑制动力学研究表明,该化合物对酪氨酸酶的抑制属于竞争性抑制类型。Curcumin analogue 2,5-bis（2,4-dihydroxybenzylidene）cyclopentanone was synthesized by the Claisen-Schmidt reaction using 2,4-dihydroxybenzyhyde and cycolpentanone as raw materials,anhydrous ethanol as solvent and 40% NaOH as catalyst,1HNMR,MS were used to characterized the structure.The preliminary biological activity test showed that this compound exhibited strong tyrosinase inhibition ability,with Ic50 value of 0.78 μmol/L,which is more than 36 times than Kojic acid（Ic50=28.59 mol/L）.Inhibition kinetics showed that the tyrosinase inhibition type of this compound is competitive.

关 键 词：姜黄素类似物 2 5-双(2 4-二羟基苯亚甲基)环戊酮 合成 酪氨酸酶抑制活性 

分 类 号：TQ658[化学工程—精细化工]