有机化学 ›› 2014, Vol. 34 ›› Issue (5): 886-892.DOI: 10.6023/cjoc201402006 上一篇    下一篇

研究论文

AgOAc为氧化剂制备活性白藜芦醇二聚体衍生物

张元a,b, 王先分a, 侯琦a, 林明宝a, 姚春所a, 石建功a   

  1. a 中国医学科学院北京协和医学院药物研究所 天然药物活性物质与功能国家重点实验室 北京 100050;
    b 河北师范大学化学与材料科学学院 石家庄 050024
  • 收稿日期:2014-02-05 修回日期:2014-03-19 出版日期:2014-05-25 发布日期:2014-04-01
  • 通讯作者: 姚春所,石建功 E-mail:yaocs@imm.ac.cn;shijg@imm.ac.cn

Preparation of Active Resveratrol Dimeric Derivatives by Oxidative Coupling Reaction Using AgOAc as Oxidant

Zhang Yuana,b, Wang Xianfena, Hou Qia, Lin Mingbaoa, Yao Chunsuoa, Shi Jiangonga   

  1. a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050;
    b College of Chemistry & Material Science, Hebei Normal University, Shijiazhuang 050024
  • Received:2014-02-05 Revised:2014-03-19 Online:2014-05-25 Published:2014-04-01

以白藜芦醇为原料,醋酸银为氧化剂在甲醇中进行氧化偶联反应获得了7个白藜芦醇二聚体衍生物17. 以光谱分析的方法分别确定了它们的结构和相对构型,并讨论了它们可能的形成机理. 其中,化合物345为新的二苯乙烯二聚体衍生物,化合物67为首次人工合成的天然产物. 所得化合物均进行了体外抗炎活性测试.

关键词: 醋酸银, 氧化偶联反应, 白藜芦醇二聚体衍生物, 抗炎活性

Oxidative coupling reaction of resveratrol in methanol using silver acetate as oxidant gave seven resveratrol dimeric derivatives 17. Their structures and relative configurations were determined on the basis of spectral analysis, and their formation mechanisms were discussed, respectively. Among them, compounds 3, 4 and 5 were determined as new stilbene dimers, and compounds 6 and 7 were synthesized as natural compounds for the first time. All the compounds were evaluated for anti-inflammatory activities.

Key words: silver acetate, oxidative coupling reaction, resveratrol dimeric derivatives, anti-inflammatory acivities