有机化学 ›› 2019, Vol. 39 ›› Issue (3): 842-847.DOI: 10.6023/cjoc201809019 上一篇    下一篇

研究简报

砂贝母中异甾体生物碱类成分的研究

黄金昌a, 雷春a, 阿吉艾克拜尔·艾萨b, 俞媚华a, 阿布力米提·伊力b, 侯爱君a   

  1. a 复旦大学药学院 生药学教研室 上海 201203;
    b 中国科学院新疆理化技术研究所 中国科学院干旱区植物资源化学重点实验室 新疆特有药用资源利用重点实验室 乌鲁木齐 830011
  • 收稿日期:2018-09-12 修回日期:2018-10-19 发布日期:2018-11-26
  • 通讯作者: 阿布力米提·伊力, 侯爱君 E-mail:abu@ms.xjb.ac.cn;ajhou@shmu.edu.cn
  • 基金资助:

    国家自然科学基金新疆联合基金(No.U1403201)资助项目.

Isosteroidal Alkaloids from Fritillaria karelinii

Huang Jinchanga, Lei Chuna, Aisa Haji Akberb, Yu Meihuaa, Yili Abulimitib, Hou Aijuna   

  1. a Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 201203;
    b Key Laboratory of Plant Resources and Chemistry in Arid Zone and State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011
  • Received:2018-09-12 Revised:2018-10-19 Published:2018-11-26
  • Contact: 10.6023/cjoc201809019 E-mail:abu@ms.xjb.ac.cn;ajhou@shmu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China and the People's Government of Xinjiang Uygur Autonomous Region (NSFC-Xinjiang Joint Fund, No. U1403201).

利用各种柱色谱和高效液相色谱等分离纯化方法,从砂贝母鳞茎中分离得到6个异甾体生物碱类化合物.根据质谱、一维/二维核磁共振谱和X射线单晶衍射等技术鉴定了它们的结构,分别为karelinine(1),5-epikarelinine(2),27-epiebeienine(3),ebeienine(4),persicanidine B(5)和heilonine(6),其中化合物1~3为新化合物.化合物1是贝母属中罕见的5β-jervine型异甾体生物碱,具有A/B环顺式稠合方式.化合物12也是贝母属中首次发现的具有15α-OH取代的jervine型生物碱.

关键词: 砂贝母, 异甾体生物碱, karelinine, 5-epikarelinine, 27-epiebeienine

Three new isosteroidal alkaloids, karelinine (1), 5-epikarelinine (2), and 27-epiebeienine (3), were isolated from the bulbs of Fritillaria karelinii by column chromatography and semipreparative HPLC (high performance liquid chro-matography), together with three known ones, ebeienine (4), persicanidine B (5), and heilonine (6). Their structures were identified by MS, 1D/2D NMR, and single-crystal X-ray diffraction. Compound 1 is a 5β-jervine isosteroidal alkaloid featuring a cis-fused A/B ring moiety, rarely found in the Fritillaria genus. Compounds 1 and 2 also represent the first jervine alkaloids with a 15 α-hydroxy group from this genus.

Key words: Fritillaria karelinii, isosteroidal alkaloids, karelinine, 5-epikarelinine, 27-epiebeienine