Advertisement

Chemistry of Natural Compounds

, 47:507 | Cite as

Synthesis and calming activity of 9-(4-β-D-allopyranosyloxyphenyl)-decahydroacridine-1,8-dione derivatives

  • Kuan Zhang
  • Cong Ling Yang
  • Shi Ming Lv
  • Ying Li
  • Shu Fan Yin
Article
  • 69 Downloads

Seven helicid derivatives containing decahydroacridine-1,8-dione were prepared via the reactions between 1,3-cyclohexanedione or 5,5-dimethyl-1,3-cyclohexanedione and the corresponding Schiff base. The structures of the helicid derivatives were characterized by IR, 1H NMR, and HR-MS spectrum. The target compounds were evaluated by their hypnotic-sedative activity in vivo. The preliminary bioassay tests showed that some of the compounds had more potent activity than that of helicid.

Keywords

helicid decahydroacridine-1,8-dione hypnotic-sedative 

Notes

Acknowledgment

The authors are thankful to the Analytical & Testing Center, Sichuan University, P. R. China for providing analytical data, and to Mr. Bao (College of Pharmacy, Sichuan University) for completing the sedative-hypnotic test.

References

  1. 1.
    W. S. Chen, S. D. Lu, and B. Eberhard, Liebigs Ann. Chem., 10, 1893 (1981).Google Scholar
  2. 2.
    J. Z. Sha and H. K. Mao, Chin. Pharm. Bull., 22, 27 (1987).Google Scholar
  3. 3.
    H. Nakayama and Y. Kanaoka, Heterocycles, 42, 901 (1996).CrossRefGoogle Scholar
  4. 4.
    N. Martin, M. Quinteiro, C. Seoane, and J. l. Soto, J. Heterocycl. Chem., 33, 103 (1996).CrossRefGoogle Scholar
  5. 5.
    M. A. S. Fernandes, S. P. S. Pereira, A. S. Jurado, J. B. A. Custodio, M. S. Santos, A. J. M. Moreno, G. Duburs, and J. A. F. Vicente, Chem. Biol. Interact., 173, 195 (2008).PubMedCrossRefGoogle Scholar
  6. 6.
    T. Furukawa, T. Nukada, Y. Namiki, Y. Miyashita, K. Hatsuno, Y. Ueno, T. Yamakawa, and T. Isshiki, Eur. J. Pharmacol., 613, 100 (2009).PubMedCrossRefGoogle Scholar
  7. 7.
    X. S. Wang, M. M. Zhang, Z. S. Zeng, D. Q. Shi, S. J. Tu, X. Y. Wei, and Z. M. Zong, Tetrahedron Lett., 46, 7169 (2005).CrossRefGoogle Scholar
  8. 8.
    D. Q. Shi, S. N. Ni, F. Yang, J. W. Shi, G. L. Dou, X. Y. Li, and X. S. Wang, J. Heterocycl. Chem., 45, 653 (2008).CrossRefGoogle Scholar
  9. 9.
    D. Q. Shi, J. W. Shi, and H. Yao, Chin. J. Org. Chem., 29, 239 (2009).Google Scholar
  10. 10.
    D. Q. Shi, S. N. Ni, and G. L. Dou, Chin. J. Org. Chem., 29, 788 (2009).Google Scholar
  11. 11.
    C. O. Kappe, Eur. J. Med. Chem., 35, 1043 (2000).PubMedCrossRefGoogle Scholar
  12. 12.
    H. Wen, C. Lin, L. Que, H. Ge, L. Ma, R. Cao, Y. Q. Wan, W. L. Peng, Z. H. Wang, and H. C. Song, Eur. J. Med. Chem., 43, 166 (2008).PubMedCrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  • Kuan Zhang
    • 1
  • Cong Ling Yang
    • 1
  • Shi Ming Lv
    • 1
  • Ying Li
    • 1
  • Shu Fan Yin
    • 1
  1. 1.College of ChemistrySichuan UniversityChengduP. R. China

Personalised recommendations