青风藤中菲、蒽醌及酚类成分的研究

doi:10.5246/jcps.2017.06.048

中国药学(英文版) ›› 2017, Vol. 26 ›› Issue (6): 440-446.DOI: 10.5246/jcps.2017.06.048

青风藤中菲、蒽醌及酚类成分的研究

吕海宁, 赵明波, 姜勇^*, 屠鹏飞^*

北京大学医学部药学院天然药物及仿生药物国家重点实验室, 北京 100191

收稿日期:2017-03-14 修回日期:2017-04-23 出版日期:2017-06-29 发布日期:2017-05-03
通讯作者: Tel.: +86-010-82802719; +86-010-82802750, E-mail: yongjiang@bjmu.edu.cn; pengfeitu@bjmu.edu.cn
基金资助:
National Natural Sciences Foundation of China (NSFC; Grant Nos. 81222051 and 81473106), and National Key Technology R&D Program “New Drug Innovation” of China (Grant Nos. 2012ZX09301002-002-002 and 2012ZX09304-005).

Phenanthrenes, anthraquinones, and phenolic constituents from Sinomenium acutum

Haining Lv, Mingbo Zhao, Yong Jiang^*, Pengfei Tu^*

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

Received:2017-03-14 Revised:2017-04-23 Online:2017-06-29 Published:2017-05-03
Contact: Tel.: +86-010-82802719; +86-010-82802750, E-mail: yongjiang@bjmu.edu.cn; pengfeitu@bjmu.edu.cn
Supported by:
National Natural Sciences Foundation of China (NSFC; Grant Nos. 81222051 and 81473106), and National Key Technology R&D Program “New Drug Innovation” of China (Grant Nos. 2012ZX09301002-002-002 and 2012ZX09304-005).

摘要/Abstract

摘要：

本研究运用硅胶和Sephadex LH-20柱色谱及制备HPLC等多种分离方法对传统中药青风藤进行了化学成分研究工作, 共分离得到19个化合物, 通过NMR和MS数据分析, 并结合文献对比, 鉴定了它们的结构, 包括3个菲、6个蒽醌和10个酚类成分。其中化合物1和2为两个新天然产物。借助2D NMR技术对化合物1的波谱数据进行了首次全归属, 化合物2的波谱数据为首次报道。化合物1–19均首次从本属植物中分离得到, 其中菲类及蒽醌类结构为该属植物中首次报道的化合物类型。

关键词: 青风藤, 菲, 蒽醌, 酚类成分

Abstract:

A phytochemical investigation on the stems and rhizomes of Sinomenium acutum led to the isolation of 19 compounds, including three phenanthrenes, six anthraquinones, and ten phenolic derivatives. The structures of the isolated compounds were elucidated by analysis of the MS and NMR spectroscopic data and comparison with the literature. Compounds 1 and 2 are two new natural products, and their ¹H and ¹³C NMR spectral data were fully assigned for the first time, with the help of 2D NMR. All of the isolates were obtained from genus Sinomenium for the first time and the phenanthrene and anthraquinone are the structure type first reported from this genus plants.

Key words: Sinomenium acutum, Phenanthrenes, Anthraquinones, Phenolic constituents

中图分类号:

R284

Supporting:

吕海宁, 赵明波, 姜勇, 屠鹏飞. 青风藤中菲、蒽醌及酚类成分的研究[J]. 中国药学(英文版), 2017, 26(6): 440-446.

Haining Lv, Mingbo Zhao, Yong Jiang, Pengfei Tu . Phenanthrenes, anthraquinones, and phenolic constituents from Sinomenium acutum[J]. Journal of Chinese Pharmaceutical Sciences, 2017, 26(6): 440-446.

参考文献

[1] Zhao, X.X.; Peng, C.; Zhang, H.; Qin, L.P. Pharm. Biol. 2012, 50, 1053–1061.

[2] Li, H.B. J. Guiyang. Med. Coll. 2006, 31, 154–155.

[3] Zhou, Q.X.; Li, Y.B.; Jiang, J.Q. Pharm. Clin. Res. 2009, 17, 36–38.

[4] Kim, K.H.; Moon, S.R.; Kim, C.S.; Woo, K.W.; Choi, S.U.; Lee, K.R. Biosci. Biotechnol. Biochem. 2013, 77, 2144–2147.

[5] Leigh, W.J.; Lewis, T.J.; Lin, V.; Postigo, J.A. Can. J. Chem. 1996, 74, 263–275.

[6] Goto, K.; Nagai, M. Bull. Chem. Soc. Japan. 1943, 18, 218–220.

[7] Eisenreich, W.J.; Bracher, F. Nat. Prod. Lett. 2001, 15, 147–150.

[8] Mellado, M.; Madrid, A.; Peña-Cortés, H.; López, R.; Jara, C.; Espinoza, L. J. Chil. Chem. Soc. 2013, 58, 1767–1770.

[9] Xu, L.; Chan, C.O.; Lau, C.C.; Yu, Z.; Mok, D.K.; Chen, S. Phytochem. Anal. 2012, 23, 110–116.

[10] Kitanaka, S.; Takido, M. Chem. Pharm. Bull. 1984, 32, 860–864.

[11] Xu, Y.L.; Tang, L.Y.; Zhou, X.D.; Zhou, G.H.; Wang, Z.J. Arch. Pharm. Res. 2015, 38, 1054–1058.

[12] Molander, G.A.; Cavalcanti, L.N. J. Org. Chem. 2011, 76, 623–630.

[13] Yang, C.; Peng, W.; Yang, B.; Zhang, J.; Chen, Y. Nat. Prod. Res. 2016, 30, 1565–1570.

[14] Sribuhom, T.; Sriphana, U.; Thongsri, Y.; Yenjai, C. Phytochem. Lett. 2015, 11, 80–84.

[15] Paredes, A.; Palacios, J.; Quispe, C.; Nwokocha, C.R.; Morales, G.; Kuzmicic, J.; Cifuentes, F. J. Ethnopharmacol. 2016, 192, 99–107.

[16] Camelio, A.M.; Liang, Y.; Eliasen, A.M.; Johnson, T.C.; Yuan, C.; Schuppe, A.W.; Houk, K.N.; Siegel, D. J. Org. Chem. 2015, 80, 8084–8095.

[17] Lancefield, C.S.; Ojo, O.S.; Tran, F.; Westwood, N.J. Angew. Chem. Int. Edit. 2015, 54, 258–262.

[18] Liao, Y.; Niu, X.; Chen, B.; Edwards, H.; Xu, L.; Xie, C.; Lin, H.; Polin, L.; Taub, J.W.; Ge, Y.; Qin, Z. J. Med. Chem. 2016, 59, 7974–7990.

[19] Hahnenkamp, A.; Bremer, C. Bioconjug. Chem. 2013, 24, 1027–1038.

[20] Verotta, L.; Dell’Agli, M.; Giolito, A.; Guerrini, M.; Cabalion, P.; Bosisio, E. J. Nat. Prod. 2001, 64, 603–607.
[21] Hajdu, Z.; Varga, E.; Hohmann, J.; Kalman, A.; Argay, G.; Gunther, G. J. Nat. Prod. 1998, 61, 1298–1299.

青风藤中菲、蒽醌及酚类成分的研究

Phenanthrenes, anthraquinones, and phenolic constituents from Sinomenium acutum

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