论文部分内容阅读
目的设计、合成3’-甲酰基-4’,6’-二羟基-2’-甲氧基-5’-甲基查尔酮(FMC)及其衍生物,并探讨其体外抗氧化活性。方法以2,4,6-三羟基苯乙酮为起始原料,经甲酰化、甲基化、O-甲基化,羟醛缩合4步反应合成了3’-甲酰基-4’,6’-二羟基-2’-甲氧基-5’-甲基查尔酮以及6种新型3’-甲酰基-4’,6’-二羟基-2’-甲氧基-5’-甲基查尔酮衍生物。通过建立体外清除1,1-二苯基-2-三硝基苯肼自由基模型和铁离子抗氧化能力(FRAP)总抗氧化模型,评价3’-甲酰基-4’,6’-二羟基-2’-甲氧基-5’-甲基查尔酮以及其衍生物的体外抗氧化活性。结果合成了3’-甲酰基-4’,6’-二羟基-2’-甲氧基-5’-甲基查尔酮及其衍生物,目标化合物的结构经MS,1H-NMR,13C-NMR确证。结论 3’-甲酰基-4’,6’-二羟基-2’-甲氧基-5’-甲基查尔酮及其衍生物表现出良好的体外清除1,1-二苯基-2-三硝基苯肼自由基活性及总抗氧化能力,其中5f和5g活性优于3’-甲酰基-4’,6’-二羟基-2’-甲氧基-5’-甲基查尔酮,说明在B环引入邻位二羟基结构对抗氧化活性的提高有很大贡献。
Objective To design and synthesize 3’-formyl-4 ’, 6’-dihydroxy-2’-methoxy-5’-methylchromone (FMC) and its derivatives and investigate its in vitro antioxidant activity. Methods 2,4,6-trihydroxyacetophenone was used as a starting material to synthesize 3’-formyl-4 ’, 4’-dihydroxyacetophenone by 4-step reaction of formylation, methylation, O- 6’-dihydroxy-2’-methoxy-5’-methylchalcone and 6 novel 3’-formyl-4 ’, 6’-dihydroxy-2’-methoxy-5’- Methyl chalcone derivatives. By establishing the total antioxidant model of 1,1-diphenyl-2-trinitrophenylhydrazine free radical and iron ion antioxidant capacity (FRAP) in vitro, the effect of 3’-formyl-4 ’, 6’- In vitro antioxidant activity of hydroxy-2’-methoxy-5’-methylchromone and its derivatives. Results The 3’-formyl-4 ’, 6’-dihydroxy-2’-methoxy-5’-methylchalconone and its derivatives were synthesized. The structures of the target compounds were confirmed by MS, 1H-NMR, -NMR confirmed. Conclusion 3’-Formyl-4 ’, 6’-dihydroxy-2’-methoxy-5’-methylchromone and its derivatives show a good in vitro clearance of 1,1-diphenyl-2 - trinitrophenylhydrazine free radical activity and total antioxidant capacity, of which 5f and 5g activity better than 3’-formyl-4 ’, 6’-dihydroxy-2’-methoxy-5’-methyl Ketones, indicating that the introduction of the ortho-dihydroxy structure in the B ring contributes greatly to the enhancement of antioxidant activity.