摘要
以天然得到的买麻藤醇为原料,以FeCl3 6H2O为氧化剂进行氧化偶联反应和酸催化二聚反应,获得了2个新的买麻藤醇二聚体及一个新的苯基萘衍生物:4-[1-(2,6-二羟基苯基)-2-(3,5-二羟基苯基)乙基]-2-[(1E)-2-(3,5-二羟基苯基)乙烯基]-1,3-苯二醇(1),2-[1-(2,6-二羟基苯基)-2-(3,5-二羟基苯基)乙基]-5-[(1E)-2-(2,6-二羟基苯基)乙烯基]-1,3-苯二醇(2)和4-(6,8-二甲氧基-2-萘基)-1,3-苯二醇(3).应用波谱分析的方法确定了它们的结构,并分别讨论了它们可能的形成机理.其中,化合物1和2首次为人工合成的二苯乙烯链状二聚体.活性测试结果表明,化合物1,2和3显示有较强的抗氧化活性,其IC50值分别为6.29×10-9,4.19×10-6和2.96×10-5mol L-1;化合物2还显示有较强的抗炎活性.
Oxidative coupling reaction with FeC13o6H20 as oxidant and acid-catalyzed dimerization of natural gnetol in methanol afforded two new gnetol dimers and one new phenyl naphthalene derivative： 4-[1-（2,6-dihydroxypheny!）-2-（3,5- dihydroxyphenyl）ethyl]-2-[（1E）-2-（3,5-dihydroxyphenyl）ethenyl]-l,3-benzenediol （1）, 2-[1-（2,6-dihydroxyphenyl）-2-（3,5-di- hydroxyphenyl）ethyl]-5-[（1E）-2-（2,6-dihydroxyphenyl）ethenyl]-l,3-benzenediol （2） and 4-（6,8-dimethoxyl-2-naphthalenyl）- 1,3-benzenediol （3）. Their structures were elucidated on the basis of spectral analysis, and their possible formation mecha- nisms were discussed. 1 and 2 were new linear stilbene dimers synthesized for the first time. Pharmacological tests showed 1, 2 and 3 to exhibit potent anti-oxidation activity with IC50 values of 6.29×10-9,4.19×10-6 and 2.96×10-5mol L-1mol·L-1, respec- tively, and 2 was shown to have potent anti-inflammatory activity.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2013年第2期312-318,共7页
Chinese Journal of Organic Chemistry
