Skip to main content
Springer Nature Link
Log in

New Flavonoids and Turkesterone-2-O-Cinnamate from Leaves of Rhaponticum uniflorum

  • Published:
Chemistry of Natural Compounds Aims and scope

Leaves of Rhaponticum uniflorum (L.) DC. (Asteraceae) afforded 46 compounds including seven new flavonoids that were identified using UV, IR, and NMR spectroscopy and mass spectrometry as 6-hydroxyluteolin-7-O-(2′-O-caffeoyl)-β-D-glucopyranoside (rhaunoside A, 1), 6-hydroxyluteolin-7-O-(6″-O-cinnamoyl)-β-D-glucopyranoside (rhaunoside B, 2), 6-hydroxyluteolin-4′-O-β-D-glucopyranoside (rhaunoside C, 3), nepetin-7-O-(6″-O-caffeoyl)-β-D-glucopyranoside (rhaunoside D, 4), nepetin-7-O-(6″-O-cinnamoyl)-β-D-glucopyranoside (rhaunoside E, 5), nepetin-3′-O-β-D-glucopyranoside (rhaunoside F, 6), and luteolin-7-O-(2″-O-caffeoyl)-β-D-glucopyranoside (rhaunoside G, 7) and the new ecdysteroid turkesterone-2-O-cinnamate (8).

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Subscribe and save

Springer+ Basic
$34.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or eBook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Explore related subjects

Discover the latest articles and news from researchers in related subjects, suggested using machine learning.

References

  1. D. N. Olennikov, Chem. Nat. Compd., 54, 798 (2018).

    Article  CAS  Google Scholar 

  2. D. N. Olennikov, Chem. Nat. Compd., 54, 751 (2018).

    Article  CAS  Google Scholar 

  3. I. G. Nikolaeva, L. P. Tsybiktarova, L. L. Garmaeva, G. G. Nikolaeva, D. N. Olennikov, and I. E. Matkhanov, J. Anal. Chem., 72, 854 (2017).

    Article  CAS  Google Scholar 

  4. M. K. Kim, K. J. Yun, D. H. Lim, J. Kim, and Y. P. Jang, Biomol. Ther., 24, 630 (2016).

    Article  CAS  Google Scholar 

  5. J. Liu, Y. Liu, Z. Dai, L. He, and S. Ma, J. Anal. Methods Chem., 2017, 4934309 (2017).

    PubMed  PubMed Central  Google Scholar 

  6. Y. Yao, X. Cheng, L. Wang, S. Wang, and G. Ren, Int. J. Mol. Sci., 12, 6445 (2011).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  7. M. P. Yuldashev and L. Kh. Rassulova, Chem. Nat. Compd., 37, 226 (2001).

    Article  CAS  Google Scholar 

  8. J. B. Harborne and C. A. Williams, Z. Naturforsch., C: J. Biosci., 39, 18 (1984).

    Article  Google Scholar 

  9. D. de Beer, E. Joubert, C. J. Malherbe, and J. D. Brand, J. Chromatogr. A, 1218, 6179 (2011).

    Article  CAS  PubMed  Google Scholar 

  10. J. B. Harborne and C. A. Williams, Phytochemistry, 10, 367 (1971).

    Article  CAS  Google Scholar 

  11. H. R. Monsef-Esfahani, R. Hajiaghaee, A. R. Shahverdi, M. R. Khorramizadeh, and M. Amini, Pharm. Biol., 48, 333 (2010).

    Article  CAS  PubMed  Google Scholar 

  12. A. Cakir, A. Mavi, C. Kazaz, A. Yildirim, and O. I. Kufrevioglu, Turk. J. Chem., 30, 483 (2006).

    CAS  Google Scholar 

  13. A. A. Ahmed, T. J. Mabry, and S. A. Matlin, Phytochemistry, 28, 1751 (1989).

    Article  CAS  Google Scholar 

  14. T. Iwashina, K. Kamenosono, and T. Ueno, Phytochemistry, 51, 1109 (1999).

    Article  CAS  Google Scholar 

  15. M. A. M. Nawwar, S. A. M. Hussein, and I. Merfort, Phytochemistry, 37, 1175 (1994).

    Article  CAS  Google Scholar 

  16. T. Iwashina, H. Setoguchi, and J. Kitajima, Bull. Natl. Mus. Nat. Sci., Ser. B, 37, 87 (2011).

    Google Scholar 

  17. F. Moussaoui, A. Zellagui, N. Segueni, A. Touil, and S. Rhouati, Rec. Nat. Prod., 4, 91 (2010).

    CAS  Google Scholar 

  18. G. Miliauskas, T. A. van Beek, P. de Waard, R. P. Venskutonis, and E. J. R. Sudholter, J. Nat. Prod., 68, 168 (2005).

    Article  CAS  PubMed  Google Scholar 

  19. E. Varga, G. Sarik, Zs. Hajdu, K. Szendrei, I. Pelczer, and G. Jerkovich, Herba Hung., 29, 51 (1990).

    CAS  Google Scholar 

  20. G. Schmeda-Hirschmann, A. Tapia, C. Theoduloz, J. Rodriguez, S. Lopez, and G. E. Feresin, Z. Naturforsch., C: J. Biosci., 59, 345 (2004).

    Article  CAS  Google Scholar 

  21. D. C. Albach, R. J. Grayer, S. R. Jensen, F. Ozgokce, and N. C. Veitch, Phytochemistry, 64, 1295 (2003).

    Article  CAS  PubMed  Google Scholar 

  22. H. Y. Al Ati, G. A. Fawzy, A. A. El Gamal, A. T. Khalil, K. El Din El Tahir, M. S. Abdel-Kader, and A.-H. Gilani, Pak. J. Pharm. Sci., 28, 1533 (2015).

    PubMed  Google Scholar 

  23. M. Mizuno, M. Kato, M. Iinuma, T. Tanaka, A. Kimura, H. Ohashi, and H. Sakai, Phytochemistry, 26, 2418 (1987).

    Article  CAS  Google Scholar 

  24. A. G. Ramachandran Nair, R. Jayaprakasam, R. Gunasekaran, C. Bayet, and B. Voirin, Phytochemistry, 33, 1275 (1993).

    Article  Google Scholar 

  25. I. Pajero, J. Bastida, F. Viladomat, and C. Codina, Phytochemistry, 66, 2356 (2005).

    Article  CAS  Google Scholar 

  26. V. M. Malikov and M. P. Yuldashev, Chem. Nat. Compd., 38, 358 (2002).

    Article  CAS  Google Scholar 

  27. A. Ulubelen, K. M. Kerr, and T. J. Mabry, Phytochemistry, 19, 1761 (1980).

    Article  CAS  Google Scholar 

  28. G. B. Russel, P. G. Fenemore, D. H. S. Horn, and E. J. Middleton, Aust. J. Chem., 25, 1935 (1972).

    Article  Google Scholar 

  29. N. R. Krishnaswamy, T. R. Seshadri, and P. J. Tahir, Indian J. Chem., 6, 676 (1968).

    CAS  Google Scholar 

  30. Z. Xi, W. Chen, Z. Wu, Y. Wang, P. Zeng, G. Zhao, X. Li, and L. Sun, Food Chem., 130, 165 (2012).

    Article  CAS  Google Scholar 

  31. Y. Du, X.-Q. Wang, B.-Q. Bao, and H. Hang, Chin. Tradit. Herb. Drugs, 47, 2817 (2016).

    Google Scholar 

  32. O. Hidalgo, N. Garcia-Jacas, T. Garnatje, and A. Susanna, Ann. Bot., 97, 705 (2006).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  33. 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).

    Article  CAS  PubMed Central  Google Scholar 

  34. M. Akabane, A. Yamamoto, S. Aizawa, A. Taga, and S. Kodama, Anal. Sci., 30, 739 (2014).

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgment

The work was sponsored by FASO Russia (Nos. 0337-2016-0006, AAAA-A17-117011810037-0).

Author information

Authors and Affiliations

  1. Institute of General and Experimental Biology, Siberian Branch, Russian Academy of Sciences, 6 Sakh’yanovoi St., Ulan-Ude, 670047, Russia

    D. N. Olennikov & N. I. Kashchenko

Authors
  1. D. N. Olennikov
    View author publications

    Search author on:PubMed Google Scholar

  2. N. I. Kashchenko
    View author publications

    Search author on:PubMed Google Scholar

Corresponding author

Correspondence to D. N. Olennikov.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 2, March–April, 2019, pp. 220–227.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Olennikov, D.N., Kashchenko, N.I. New Flavonoids and Turkesterone-2-O-Cinnamate from Leaves of Rhaponticum uniflorum. Chem Nat Compd 55, 256–264 (2019). https://doi.org/10.1007/s10600-019-02662-2

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-019-02662-2

Keywords