Citation: Huang Shuai, Zhong De-Xin, Shan Lian-Hai, Zheng Ye-Zi, Zhang Zhi-Kuan, Bu Ya-Heng, Ma Hong-Wen, Zhou Xian-Li. Three new pyrrolizidine alkaloids derivatives from Liparis nervosa[J]. Chinese Chemical Letters, ;2016, 27(5): 757-760. doi: 10.1016/j.cclet.2016.01.003 shu

Three new pyrrolizidine alkaloids derivatives from Liparis nervosa

School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, China

Corresponding author: Zhou Xian-Li, xxbiochem@163.com
Received Date: 19 August 2015
Revised Date: 17 September 2015
Accepted Date: 8 January 2016
Available Online: 8 May 2016

Figures(2)

Three new pyrrolizidine alkaloids, nervosine VII (1), nervosine VIII (2) and nervosine IX (3) were isolated from the whole plant extract of Liparis nervosa. Their structures were elucidated by extensive spectroscopic analyses (including 1D, 2D NMR, and HR-ESI-MS) and chemical methods. Compounds 1-3 were evaluated for their cytotoxic activity against A549, MCF-7 and H460 human cancer cell lines.
- Orchidaceae,
- Liparis nervosa,
- Pyrrolizidine alkaloids,
- Nervogenic acid derivatives
1. [1]
  Y.X. Hua, S.F. Liu, Z.Q. Yang, The Chinese Herbal, vol. 12, Shanghai Science and Technology Publishing House, Shanghai, 1999, p. 997.
2. [2]
  Nishikawa K., Hirata Y.. Chemotaxonomical alkaloid studies. I. Structure of nervosine[J]. Tetrahedron Lett., 1967,27:2591-2596.
3. [3]
  Nishikawa K., Miyamura M., Hirata Y.. Chemotaxonomical alkaloid studies structures of Liparis alkaloids[J]. Tetrahedron, 1969,25:2723-2741.
4. [4]
  Huang S., Zhou X.L., Wang C.J., Wang H.Y., Wang Y.S., Shan L.H., Weng J.. New nervogenic acid derivatives from Liparis nervosa[J]. Planta Med., 2013,79:281-287.
5. [5]
  Huang S., Zhou X.L., Wang C.J., Wang Y.S., Feng X., Shan L.H., Guo Z.Y., Weng J.. yrrolizidine alkaloids from Liparis nervosa with inhibitory activities against LPSinduced NO production in RAW264.7 macrophages,[J]. Phytochemistry, 2013,93:154-161.
6. [6]
  Huang S., Pan M.F., Zhou X.L., Zhou Z.L., Wang C.J., Shan L.H., Weng J.. Five new nervogenic acid derivatives from Liparis nervosa[J]. Chin. Chem. Lett., 2013,24:734-736.
7. [7]
  Zhao Y., Hu S.N., Wang C.H., Zheng Y.M., Xu X.Y.. Chemical constituents from Liparis nervosa[J]. Chin. Tradit. Herb. Drugs, 2013,44:2955-2959.
8. [8]
  Mohanraj S., Subramanian P.S., Herz W.. Minor alkaloids of Heliotropium curassavicum[J]. Phytochemistry, 1982,21:1775-1779.
9. [9]
  Ravi S., Lakshmanan A.J.. Neo coramandaline, a pyrrolizidine alkaloid from Cynoglossum furcatum,[J]. Indian J. Chem. Sect. B., 2000,39B:80-82.
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