研究简报

三个C19-二萜生物碱的NMR数据全归属

  • 尹田鹏 ,
  • 王雅溶 ,
  • 王敏 ,
  • 石文智 ,
  • 张正茜 ,
  • 何莎莎
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  • 遵义医科大学珠海校区, 珠海市中药基础及应用研究重点实验室, 广东 珠海 519041

收稿日期: 2018-11-28

  网络出版日期: 2018-12-27

基金资助

the National Natural Science Foundation of China (31860095); Guizhou Science and Technology Foundation of China (QKHJC[2018]1193); Zhuhai Premier-Discipline Enhancement Scheme of Pharmacology, Zhuhai Campus of Zunyi Medical University.

Complete Assignments of NMR Spectral Data of Three C19-Diterpenoid Alkaloids

  • YIN Tian-peng ,
  • WANG Ya-rong ,
  • WANG Min ,
  • SHI Wen-zhi ,
  • ZHANG Zheng-qian ,
  • HE Sha-sha
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  • Zhuhai Key Laboratory of Fundamental and Applied Research in Traditional Chinese Medicine, Zunyi Medical University Zhuhai Campus, Zhuhai 519041, China

Received date: 2018-11-28

  Online published: 2018-12-27

摘要

C19-二萜生物碱结构复杂多样,核磁共振(NMR)结构鉴定困难.本文从独龙乌头中分离得到三个C19-二萜生物碱:taronenine E(1)、chasmaconitine(2)和vilmorisine(3),综合运用多种NMR技术(包括1H NMR、13C NMR、DEPT、1H-1H COSY、HSQC和HMBC),对其NMR数据进行了完整归属和部分修正,为该类化合物的深入研究提供了参考.

本文引用格式

尹田鹏 , 王雅溶 , 王敏 , 石文智 , 张正茜 , 何莎莎 . 三个C19-二萜生物碱的NMR数据全归属[J]. 波谱学杂志, 2019 , 36(3) : 331 -340 . DOI: 10.11938/cjmr20182694

Abstract

C19-diterpenoid alkaloids have complex and diverse structures, posing great challenges for nuclear magnetic resonance (NMR)-based structural elucidation. Three C19-diterpenoid alkaloids, including taronenine E (1), chasmaconitine (2) and vilmorisine (3), were isolated from the roots of Aconitum taronense Fletcher et Lauener, and analyzed by various NMR spectroscopy methods (i.e., 1H and 13C NMR, DEPT, 1H-1H COSY, HSQC and HMBC). Complete assignments of the NMR chemical shifts were obtained, providing a good reference for the further research of C19-diterpenoid alkaloids.

参考文献

[1] WANG F P, CHEN Q H. The C19-diterpenoid alkaloids[J]. The Alkaloids Chemistry and Biology, 2010, 69:1-577.
[2] WANG F P, CHEN Q H, LIN X Y. Diterpenoid alkaloids[J]. Nat Prod Rep, 2009, 27(4):529-570.
[3] YIN T P, CHEN Y, LUO P, et al. Structural elucidation and NMR spectral assignments of two C19-diterpenoid alkaloids[J]. Chinese J Magn Reson, 2018, 35(1):90-97.尹田鹏, 陈阳, 罗萍, 等. 两个C19-二萜生物碱的结构鉴定和NMR信号归属[J]. 波谱学杂志, 2018, 35(1):90-97.
[4] YIN T P, CAI L, LEI G, et al. Two new diterpenoid alkaloids from the roots of Aconitum duclouxii Levl[J]. Chinese J Org Chem, 2013, 33(12):2528-2852. 尹田鹏, 蔡乐, 雷刚, 等. 宾川乌头根中两个新的二萜生物碱[J]. 有机化学, 2013, 33(12):2528-2852.
[5] YIN T P, CAI L, FANG H X, et al. Diterpenoid alkaloids from Aconitum vilmorinianum[J]. Phytochem, 2015, 116:314-319.
[6] YIN T P, LUO Z H, CAI L, et al. Research progress and NMR spectral features of natural C19-diterpenoid alkaloids[J]. Chinese J Magn Reson, 2019, 36(1):113-126. 尹田鹏, 罗智慧, 蔡乐, 等. 天然C19-二萜生物碱的研究进展及其核磁共振波谱特征[J]. 波谱学杂志, 2019, 36(1):113-126.
[7] LI Z B, CHEN Q H, WANG F P, et al. Oxidation of the norditerpenoid alkaloids isotalatizidine and 6-epiforsticine[J]. Chinese Chem Lett, 2000, 11(5):421-424.
[8] ZHANG J F, CHEN L, HUANG S, et al. Diterpenoid alkaloids from two Aconitum species with antifeedant activity against Spodoptera exigua[J]. J Nat Prod, 2017, 80(12):3136-3142.
[9] HANUMAN J B, KATZ A. Diterpenoid alkaloids from ayurvedic processed and unprocessed Aconitum ferox[J]. Phytochem, 1994, 36(6):1527-1535.
[10] DING L S, CHEN Y Z. New diterpenoid alkaloids from Aconitum vilmorinianum Kom[J]. Acta Chim Sin, 1992, 50:405-408.
[11] WANG F P, Li Z B, DAI X P, et al. Structural revision of franchetine and vilmorisine, two norditerpenoid alkaloids from the roots of Aconitum spp.[J]. Phytochem, 1997, 45(7):1539-1542.
[12] ZHAO B, ZHAO J Y, SAGDULLAEV S S, et al. Diterpene alkaloids from Aconitum smirnovii[J]. Chem Nat Comp, 2018, 54(4):828-830.
[13] A P, WANG F P. Chemical study on the norditerpenoid alkaloids of Aconitum kongboense[J]. Nat Prod Res Dev, 2002, 14(5):37-39. 阿萍, 王锋鹏. 工布乌头中生物碱成分研究[J]. 天然产物研究与开发, 2002, 14(5):37-39.
[14] YIN T P, CAI L, XING Y, et al. Alkaloids with antioxidant activities from Aconitum handelianum[J]. J Asian Nat Prod Res, 2016, 18(6):603-610.
[15] XU W L, SHAN L H, HUANG S, et al. New ditetpenoid alkaloid from the whole plant of Aconitum franchetii var. villosulum[J]. Chinese J Org Chem, 2016, 36(11):2739-2742.徐文亮, 单连海, 黄帅, 等. 展毛大渡乌头全草中的新二萜生物碱[J]. 有机化学, 2016, 36(11):2739-2742.
[16] WANG D P, LOU H Y, HUANG L, et al. A novel franchetine type norditerpenoid isolated from the roots of Aconitum carmichaeli Debx. with potential analgesic activity and less toxicity[J]. Bioorg Med Chem Lett, 2012, 22(13):4444-4446.
[17] FAN H Y. Spectral analyses of a novel ibuprofen-phillygenin ester[J]. Chinese J Magn Reson, 2018, 35(1):98-108.樊宏宇. 新型连翘脂素-布洛芬酯合物的波谱学数据解析[J]. 波谱学杂志, 2018, 35(1):98-108.
[18] SHAN L H, ZHANG J F, GAO F, et al. Diterpenoid alkaloids from Delphinium anthriscifolium var. majus[J]. Sci Rep, 2017, 7(1):6063.
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