Dimeric Matrine-Type Alkaloids from the Roots of Sophora flavescens and Their Anti-Hepatitis B Virus Activities

Dimeric Matrine-Type Alkaloids from the Roots of Sophora flavescens and Their Anti-Hepatitis B Virus Activities
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苦参二聚体苦参碱类生物碱及其抗乙型肝炎病毒活性

DOI:
10.1021/acs.joc.6b00804
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发表时间:
2016-08-05
影响因子:
3.6
通讯作者:
Wang, Guo-Cai
Wang, Guo-Cai
中科院分区:
化学2区
文献类型:
--
作者:
Zhang, Yu-Bo;Zhan, Li-Qin;Wang, Guo-Cai

文献摘要

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从苦参(Sophora flavescens)根中分离得到6个苦参碱型生物碱二聚体,分别为黄碱A-F(1-6)和3个生物合成中间体(7-9)。化合物1-5是首次发现的天然苦参碱型生物碱二聚体,化合物6代表了由苦参碱和(-)-金雀花碱构建的前所未有的二聚模式。通过核磁共振、质谱、单晶X-射线衍射和化学方法鉴定了它们的结构。并提出了1-6的假设生物遗传途径。化合物1-9对B型肝炎病毒具有抑制活性。
Six unusual matrine-type alkaloid dimers, flavesines A-F (1-6, respectively), together with three proposed biosynthetic intermediates (7-9) were isolated from the roots of Sophora flavescens. Compounds 1-5 were the first natural matrine-type alkaloid dimers, and compound 6 represented an unprecedented dimerization pattern constructed by matrine and (-)-cytisine. Their structures were elucidated by NMR, MS, single-crystal X-ray diffraction, and a chemical method. The hypothetical biogenetic pathways of 1-6 were also proposed. Compounds 1-9 exhibited inhibitory activities against hepatitis B virus.