摘要
以丹皮酚为原料,与溴乙烷在碱性条件下反应,得到乙基丹皮酚醚,其酮羰基与盐酸羟胺反应生成相应的肟,肟羟基与相应的二溴丁烷反应得到乙基丹皮酚肟溴代烷基醚,再将其与不同的胺反应得到5个乙基丹皮酚肟胺基丁基醚衍生物。4a^4e的结构经过红外光谱、核磁共振氢谱和质谱确证。考察了反应温度及投料比对乙基丹皮酚肟收率的影响,得到最佳反应条件为:反应温度50℃,n(乙基丹皮酚)∶n(盐酸羟胺)=1∶3,此条件下收率可达94.0%。体外抗血小板聚集活性结果表明,4a^4e的活性均强于对照药阿司匹林,其中化合物4b的活性最强。特别是中间体乙基丹皮酚肟(2)表现出很好的抗血小板聚集活性。
Ethyl paeonol oxime was obtained via ethylation,oximation from paeonol.Then it treated with1,4-dibromobutane to form brominated compound,which was coupled with various amines to generate the target compounds(paeonol oxime ethers compounds)4a^4e.Their structures were characterized by 1 H NMR,IR,and MS.The effect of the ratio of reagent and the reaction temperature on the yield of ethyl paeonol oxime was studied.The optimum reaction conditions were as follows:n(ethyl paeonol)∶n(hydroxylamine hydrochloride)=1∶3;reaction temperature at 50℃.The yield of ethyl paeonol oxime is over 94.0%.Anti-platelet aggregation activities of target compounds were assayed in vitro.The results demonstrated that all target compounds exhibited anti-platelet aggregation activities.Compounds 4a^4e(with aggregation inhibition rate(AIR)values of 65.55%,38.67%,25.21%,20.17%,respectively)showed significant anti-platelet aggregation activities comparable to or stronger than that of control aspirin(AIR:19.33%).Particularly,the intermediate ethyl paeonol oxime displayed more potent anti-platelet aggregation activity with AIR value of 71.43% and deserved further investigation.
出处
《化学世界》
CAS
CSCD
2017年第7期421-425,共5页
Chemical World
基金
安徽省教育厅自然科学重点科研(Nos.KJ2017A292
KJ2017A775)资助项目
