Advertisement

Chemistry of Natural Compounds

, Volume 55, Issue 4, pp 642–647 | Cite as

C-Glycosyl Flavones from Two Eastern Siberian Species of Silene

  • D. N. OlennikovEmail author
  • N. K. Chirikova
Article
  • 38 Downloads

Flavonoids from Silene aprica Turcz. and S. samojedorum (Sambuk) Oxelman (Caryophyllaceae) growing in Baikal region were studied for the first time. A total of 14 compounds including three new compounds 1–3 were isolated. Their structures were established using UV, IR, and NMR spectroscopy and mass spectrometry. Apigenin-6-C-(2″-O-α-L-arabinopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside A, 1) and apigenin-6-C-(2″-O-β-D-glucopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside B, 2) were observed in S. aprica; 1 and luteolin-6-C-(2″-O-α-L-arabinopyranosyl-6″-O-acetyl)-β-D-glucopyranoside (sileneside C, 3), in S. samojedorum.

Keywords

Silene aprica Silene samojedorum C-glycosyl flavone sileneside 

Notes

Acknowledgment

The work was sponsored by the Ministry of Science and Higher Education of the Russian Federation (Project No. AAAA-A17-117011810037-0).

References

  1. 1.
    N. Z. Mamadalieva, R. Lafont, and M. Wink, Diversity, 6, 415 (2014).CrossRefGoogle Scholar
  2. 2.
    Z. Saatov, M. B. Gorovits, and N. K. Abubakirov, Chem. Nat. Compd., 29, 551 (1993).CrossRefGoogle Scholar
  3. 3.
    L. Zibareva, Arch. Insect Biochem. Physiol., 43, 1 (2000).CrossRefGoogle Scholar
  4. 4.
    S. Bottger and M. F. Melzig, Phytochem. Rev., 4, 59 (2011).Google Scholar
  5. 5.
    D. N. Olennikov and N. I. Kashchenko, Chem. Nat. Compd., 53, 1016 (2017).Google Scholar
  6. 6.
    D. N. Olennikov, Chem. Nat. Compd., 55, 107 (2019).CrossRefGoogle Scholar
  7. 7.
    L. Zibareva, Contemp. Probl. Ecol., 2, 476 (2009).CrossRefGoogle Scholar
  8. 8.
    E. Besson, G. Dellamonica, J. Chopin, K. R. Markham, M. Kim, H.-S. Koh, and H. Fukami, Phytochemistry, 24, 1061 (1985).CrossRefGoogle Scholar
  9. 9.
    C. Xie, N. C. Veitch, P. J. Houghton, and M. S. J. Simmonds, Chem. Pharm. Bull., 51, 1204 (2003).CrossRefGoogle Scholar
  10. 10.
    T. Kato and Y. Morita, Chem. Pharm. Bull., 38, 2277 (1990).CrossRefGoogle Scholar
  11. 11.
    J. Peng, G. Fan, Z. Hong, Y. Chai, and Y. Wu, J. Chromatogr. A, 1074, 111 (2005).CrossRefGoogle Scholar
  12. 12.
    M. Salmenkallio, S. McCormick, T. J. Mabry, G. Dellamonica, and J. Chopin, Phytochemistry, 21, 2991 (1980).CrossRefGoogle Scholar
  13. 13.
    F. Senatore, M. D’Agostino, and I. Dini, J. Agric. Food Chem., 48, 2659 (2000).CrossRefGoogle Scholar
  14. 14.
    D. N. Olennikov, N. K. Chirikova, N. I. Kashchenko, V. M. Nikolaev, S.-W. Kim, and C. Vennos, Front. Pharmacol., 9, 756 (2018).CrossRefGoogle Scholar
  15. 15.
    S. Rayyan, T. Fossen, H. S. Nateland, and O. M. Andersen, Phytochem. Anal., 16, 334 (2005).CrossRefGoogle Scholar
  16. 16.
    S. Shirane, S. Ohya, T. Matsuo, R. Hirose, D. Koga, A. Ide, and K. Yagishita, Agric. Biol. Chem., 46, 2595 (1982).Google Scholar
  17. 17.
    G. Cheng, Y. Bai, Y. Zhao, J. Tao, Y. Liu, G. Tu, L. Ma, N. Liao, and X. Xu, Tetrahedron, 56, 8915 (2000).CrossRefGoogle Scholar
  18. 18.
    Z. Z. Ibraheim, Bull. Fac. Sci., Assiut Univ., B, 23, 49 (1994).Google Scholar
  19. 19.
    Y.-M. Hu, W.-C. Ye, Q. Li, H.-Y. Tian, H. Wang, and H.-Y. Du, Chin. J. Nat. Med., 4, 420 (2006).Google Scholar
  20. 20.
    O. Mastenbroek, H. C. Prentice, R. Kamps-Heinsbroek, J. van Brederode, G. J. Niemann, and G. van Nigtevecht, Plant Syst. Evol., 141, 257 (1983).CrossRefGoogle Scholar
  21. 21.
    O. Mastenbroek, J. J. Knorr, R. Kamps-Heinsbroek, J. W. Maas, J. M. Steyns, and J. van Brederode, Z. Naturforsch., C: J. Biosci., 38, 894 (1983).CrossRefGoogle Scholar
  22. 22.
    M. Hattori, Y.-Z. Shu, A. I. El-Sedawy, T. Namba, K. Kobashi, and T. Tomimori, J. Nat. Prod., 51, 874 (1988).CrossRefGoogle Scholar
  23. 23.
    D. N. Olennikov, N. K. Chirikova, N. I. Kashchenko, T. G. Gornostai, I. Y. Selyutina, and I. N. Zilfikarov, Int. J. Mol. Sci., 18, 2579 (2017).CrossRefGoogle Scholar
  24. 24.
    M. Akabane, A. Yamamoto, S. Aizawa, A. Taga, and S. Kodama, Anal. Sci., 30, 739 (2014).CrossRefGoogle Scholar
  25. 25.
    D. N. Olennikov, N. I. Kashchenko, and N. K. Chirikova, Nutrients, 7, 8456 (2015).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Institute of General and Experimental Biology, Siberian BranchRussian Academy of SciencesUlan-UdeRussia
  2. 2.M. K. Ammosov North-Eastern Federal UniversityYakutskRussia

Personalised recommendations