Reviews

Synthetic Progress of Jiadifenolide

  • Li Linbin ,
  • Shen Yang ,
  • Zhang Yandong
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  • Department of Chemistry and Fujian Provincial Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005

Received date: 2015-11-30

  Revised date: 2015-12-29

  Online published: 2016-01-07

Supported by

Project supported by the National Natural Science Foundations of China (Nos. 21142007, 21272194, 21572187, U1405228), the Fundamental Research Funds for the Central Universities (No. 20720160025) and the Program for Changjiang Scholars and Innovative Research Team in University.

Abstract

Jiadifenolide, a new seco-prezizaane-type sesquiterpenoid, was isolated from Chinese unique medicine Illicium jiadifengpi. It contains a highly oxygenated cagelike architecture with seven contiguous stereocenters. It displays potent neurotrophic activity at very low concentration and is regarded as a promising lead compound for developing drugs for neurodegenerative diseases. This review summarizes the synthetic efforts towards jiadifenolide in the last five years.

Cite this article

Li Linbin , Shen Yang , Zhang Yandong . Synthetic Progress of Jiadifenolide[J]. Chinese Journal of Organic Chemistry, 2016 , 36(3) : 439 -446 . DOI: 10.6023/cjoc201511054

References

[1] Wu, Z.; Lu, A.; Tang, Y.; Chen, Z.; Li, D. The Families and Genera of Angiosperms in China, Science Press, Beijing, 2003 (in Chinese). (吴征镒, 路安民, 汤彦承, 陈之端, 李德铢, 中国被子植物科属综论, 科学出版社, 北京, 2003.)
[2] Goeke, A.; Mertl, D.; Brunner, G. Chem. Biodiversity 2004, 1, 1949.
[3] Lane, J. F.; Koch, W. T.; Leeds, N. S.; Gorin, G. J. Am. Chem. Soc. 1952, 74, 3211.
[4] (a) Niwa, H.; Nisiwaki, M.; Tsukada, I.; Ishigaki, T.; Ito, S.; Wakamatsu, K.; Mori, T.; Ikagawa, M.; Yamada, K. J. Am. Chem. Soc. 1990, 112, 9001.
(b) Ogura, A.; Yamada, K.; Yokoshima, S.; Fukuyama, T. Org. Lett. 2012, 14, 1632.
[5] (a) Cho, Y. S.; Carcache, D. A.; Tian, Y.; Li, Y.-M.; Danishefsky, S. J. J. Am. Chem. Soc. 2004, 126, 14358.
(b) Carcache, D. A.; Cho, Y. S.; Hua, Z.; Tian, Y.; Li, Y.-M.; Danishefsky, S. J. J. Am. Chem. Soc. 2006, 128, 1016.
(c) Yang, Y.; Fu, X.; Chen, J.; Zhai, H. Angew. Chem., Int. Ed. 2012, 51, 9825.
(d) Trzoss, L.; Xu, J.; Lacoske, M. H.; Mobley, W. C.; Theodorakis, E. A. Org. Lett. 2011, 13, 4554.
[6] Kubo, M.; Okada, C.; Huang, J.-M.; Harada, K.; Hioki, H.; Fukuyama, Y. Org. Lett. 2009, 11, 5190.
[7] Xu, J.; Trzoss, L.; Chang, W. K.; Theodorakis, E. A. Angew. Chem., Int. Ed. 2011, 50, 3672.
[8] Trzoss, L.; Xu, J.; Lacoske, M. H.; Mobley, W. C.; Theodorakis, E. A. Chem. Eur. J. 2013, 19, 6398.
[9] Siler, D. A.; Mighion, J. D.; Sorensen, E. J. Angew. Chem., Int. Ed. 2014, 53, 5332.
[10] Paterson, I.; Xuan, M.; Dalby, S. M. Angew. Chem., Int. Ed. 2014, 53, 7286.
[11] Lu, H.-H.; Martinez, M. D.; Shenvi, R. A. Nat. Chem. 2015, 7, 604.
[12] Shen, Y.; Li, L.; Pan, Z.; Wang, Y.; Li, J.; Wang, K.; Wang, X.; Zhang, Y.; Hu, T.; Zhang, Y. Org. Lett. 2015, 17, 5480.

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