(E)-3-[(3-甲氧基-4-乙酰氧基-5-溴)苯基]丙烯酰胺类化合物的合成与表征

Synthesis and Characterization of(E)-3-[(4-Acetyloxy-5-Bromo-3-Methoxy)Phenyl]-2-Acrylamide

目的:对阿魏酸进行结构修饰,以得到有更强抗炎活性、对COX-2有较高选择性、代谢稳定且不良反应较小的化合物。方法:以香草醛为主要原料,经溴化、knoevenagel反应、乙酰化、酰氯化、酰胺化五步反应,合成目标化合物。结果:合成5个化合物,经红外光谱、核磁共振氢谱、质谱分析证实与目标化合物结构一致。结论:该合成方法具有原料易得、操作简便、产率较高等优点。

Objective：Ferulic acid is primary active component of herbal medicine-Chinese Angelica and Szechwan Lovage Rhizome,which can restrain metabolism of COX,recuce vasal permeability,give birth to effect of antiinflammation.Ferulic acid can recuce the level of COX-2.But it faintly restrain COX-1 which has function of protecting stomach and intestines.It shows that ferulic acid has selectivity of restraining COX.In this text,we carry through structural modification,expecting the compounds of having stronger antiinflammation activity,higher selectivity,steadily metabolizing and small side effect can be found.Methods： Using vanillin as the initial materials,the target compounds were prepared in five steps including bromination,knoevenagel reaction,acetylation,acylchloridation,amidation.Results： Five compounds were synthesized.The structure of all the target compounds were identified by IR,1HNMR,MS.Conclusion： The method is with the advantages of high yield,simple operation and low cost.