Advertisement

Chemistry of Natural Compounds

, Volume 48, Issue 2, pp 211–217 | Cite as

Plant coumarins. IX.* Phenolic compounds of Ferulopsis hystrix growing in Mongolia. Cytotoxic activity of 8,9-dihydrofurocoumarins

  • E. E. Shulˈts
  • Zh. Ganbaatar
  • T. N. Petrova
  • M. M. Shakirov
  • I. Yu. Bagryanskaya
  • V. V. Taraskin
  • L. D. Radnaeva
  • D. Otgonsuren
  • A. G. Pokrovskii
  • G. A. Tolstikov
Article

It was shown that plants of the genus Ferulopsis are valuable sources of coumarins. Nine angular 8-substituted and 8,9-disubstituted 8,9-dihydrofurocoumarins were isolated. The cytotoxicity of these compounds was studied on models of human CEM-13, MT-4, and U-937 tumor cells. X-ray structure data were obtained for peucenidin.

Keywords

Ferulopsis hystrix coumarins oroselol columbianetin peucenidin tumor cells XSA 

Notes

Acknowledgment

The work was supported financially by the Russian Foundation for Basic Research (Project 10-03-93162-Mong-a).

References

  1. 1.
    A. V. Lipeeva, E. E. Shul'ts, M. M. Shakirov, and G. A. Tolstikov, Zh. Org. Khim., 47, 1380 (2011).Google Scholar
  2. 2.
    M. G. Pimenov, Bot. Zh., 76, 1387 (1991); Plant Resources of Russia: Wild Flowering Plants, Their Component Composition and Biological Activity. Families Fabaceae–Apiaceae, Vol. 3, A. L. Budantsev (ed.), Izd. KMK, St. Petersburg, Moscow, 2010.Google Scholar
  3. 3.
    L. I. Shagova, G. A. Kuznetsova, L. P. Markova, and V. M. Vinogradova, Khim. Prir. Soedin., 518 (1981).Google Scholar
  4. 4.
    F. H. Allen, O. Kenard, D. G. Watson, L. Brammer, A. G. Orpen, and R. Taylor, J. Chem. Soc., Perkin Trans. 2, S1-19 (1987).Google Scholar
  5. 5.
    F. H. Allen, Acta Crystallogr. Sect. B: Struct. Sci., 58, 380 (2002); ConQuest: I. J. Bruno, J. C. Cole, P. R. Edgington, M. Kessler, C. F. Macrae, P. McCabe, J. Pearson, and R. Taylor, Acta Crystallogr., Sect. B: Struct. Sci., 58, 389 (2002).Google Scholar
  6. 6.
    C. Kawasaki, T. Okuyama, S. Shibata, and Y. Iitaka, Planta Med., 50, 492 (1984).PubMedCrossRefGoogle Scholar
  7. 7.
    Y. A. Kim, C.-S. Kong, S. S. Yea, and Y. Seo, Food Chem. Toxicol., 48, 722 (2010).PubMedCrossRefGoogle Scholar
  8. 8.
    A. Mizuno, M. Takata, Y. Okada, T. Okuyama, H. Nishino, A. Nishino, J. Takayasu, and A. Iwashima, Planta Med., 60, 333 (1994).PubMedCrossRefGoogle Scholar
  9. 9.
    S. Awale, E. M. N. Nakashima, S. K. Kalauni, Y. Tezuka, Y. Kurashima, J. Lu, H. Esumi, and S. Kadota, Bioorg. Med. Chem. Lett., 16, 581 (2006).PubMedCrossRefGoogle Scholar
  10. 10.
    T. Mosmann, J. Immunol. Methods, 16, 55 (1983); J. K. Wilson, J. M. Sargent, A. W. Elgie, J. G. Hill, and C. G. Taylor, Br. J. Cancer, 62, 189 (1990).Google Scholar
  11. 11.
    W.-L. Chang, L.-W. Chiu, J.-H. Lai, and H.-C. Lin, Phytochemistry, 64, 1375 (2003).PubMedCrossRefGoogle Scholar
  12. 12.
    V. M. Malikov and A. I. Saidkhodzhaev, Khim. Prir. Soedin., 560 (1998).Google Scholar
  13. 13.
    F. Bohlmann and M. Grenz, Chem. Ber., 102, 1673 (1969).CrossRefGoogle Scholar
  14. 14.
    B. E. Nielsen and J. Lemmich, Acta Chem. Scand., 18, 1379 (1964).CrossRefGoogle Scholar
  15. 15.
    G. I. Zakharov, P. B. Terent'ev, and G. K. Nikolaev, Khim. Prir. Soedin., 271 (1972).Google Scholar
  16. 16.
    T. R. S. Seshadri, S. M. Sood, K. L. Handa, and Vishwapaul, Tetrahedron, 23, 1883 (1967).CrossRefGoogle Scholar
  17. 17.
    B. D. Gupta, S. K. Benerjee, and K. L. Handa, Phytochemistry, 15, 576 (1976).CrossRefGoogle Scholar
  18. 18.
    M. Kuroyanagi, S. Fukushima, K. Yoshihira, S. Natori, T. Dechatiwongse, K. Mihashi, M. Nishi, and S. Hara, Chem. Pharm. Bull., 28, 2948 (1980).CrossRefGoogle Scholar
  19. 19.
    C. J. Kelley, C. Harruff, and M. Carmack, J. Org. Chem., 41, 449 (1976).CrossRefGoogle Scholar
  20. 20.
    G. M. Sheldrick, SADABS, Version 2.01, Bruker AXS Inc., Madison, Wisconsin, USA, 2004.Google Scholar
  21. 21.
    G. M. Sheldrick, SHELX-97, Programs for RSA (Release 97-2), Univ. Gottingen, Germany, 1997.Google Scholar
  22. 22.
    A. L. Spek, J. Appl. Crystallogr., 36, 7 (2003).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2012

Authors and Affiliations

  • E. E. Shulˈts
    • 1
  • Zh. Ganbaatar
    • 2
  • T. N. Petrova
    • 1
  • M. M. Shakirov
    • 1
  • I. Yu. Bagryanskaya
    • 1
  • V. V. Taraskin
    • 3
  • L. D. Radnaeva
    • 3
  • D. Otgonsuren
    • 2
  • A. G. Pokrovskii
  • G. A. Tolstikov
    • 1
  1. 1.N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian BranchRussian Academy of SciencesNovosibirskRussia
  2. 2.Institute of Chemistry and Chemical EngineeringMongolian Academy of SciencesUlan-BatorMongolia
  3. 3.Buryat State UniversityUlan-UdeRussia

Personalised recommendations