含氮姜黄素类似物的合成及其酪氨酸酶抑制效应

Synthesis and tyrosinase inhibitory effect of curcumin analogues containing nitrogen

通过芳香醛与4-乙酰基吡啶在酸碱条件下催化缩合,合成了4个单羰基姜黄素类似物A1~A4,并研究了其对酪氨酸酶的抑制活性。结果表明,3-(4-羟基-3,5-二甲氧基苯基)-1-(4-吡啶基)-2-烯-1-酮对酪氨酸酶具有强抑制活性,半数抑制浓度(IC50)为45.1μmol/L,是姜黄素(IC50=97.1μmol/L)的抑制活性的2.2倍。抑制动力学研究表明,3-(4-羟基-3,5-二甲氧基苯基)-1-(4-吡啶基)-2-烯-1-酮对酪氨酸酶的抑制作用类型属于竞争性抑制。

Four pyridyl asymmetrical curcumin analogues were synthesized by 4-acetyl pyridine and appropriate aromatic aldehyde with alkaline and acid catalytic condensation respectively.Their inhibition activity on tyrosinase was evaluated.The results indicate that 3-(4-hydroxyl-3,5-dimethoxyphenyl)-1-(4-pyridyl)-2-en-propanone has the strongest inhibition on tyrosinase,semi inhibitor concentration is 45.1 μmol/L which is 2.2 times of curcumin(IC50 = 97.1 μmol/L).Study on inhibitive kinetics discovers that the inhibition on tyrosinase belong to competitive model.