新型噻吩查尔酮衍生物的合成及其初步抗炎活性研究

Synthesis and Preliminary Anti-inflammatory Activities of Novel Thienylchalcone Derivatives

查尔酮及其衍生物是一类广泛存在于多种药物植物中的1,3-二苯基丙烯酮化合物,大多具有良好的生物活性。本文以2-噻吩甲醛和4-氟苯乙酮为原料,经3步反应,以较高收率合成了6个未见文献报道的哌嗪取代噻吩查尔酮衍生物(3a^3f),其结构经1 H NMR,13 C NMR和HR-MS(ESI)表征。以地塞米松作阳性对照,采用细菌脂多糖诱导小鼠巨噬细胞Raw 264.7炎症模型对3a^3f的体外抗炎活性进行了初步测试。结果表明:化合物3d和3e能有效抑制炎症因子NO的生成(IC 50分别为15.24μM和19.05μM)。

Chalcone derivatives are a kind of 1,3-diphenylacrylketone compounds with a broad range of biological activities,which are widely found in many medicinal plants.Six novel thienyl chalcone derivatives(3a^3f)have been prepared with high yields starting from 2-thiophenaldehyde and 4-fluorophenone.The structures were characterized by 1 H NMR,13 C NMR and HR-MS(ESI).The preliminary in vitro anti-inflammatory activities of 3a^3f were tested in lipopolysaccharide stimulated RAW-264.7 macrophages,using dexamethasone as positive control.The results indicated that compounds 3d and 3e displayed inhibitory effect on the generation of NO(IC 50=15.24μM and 19.05μM,respectively).