Russian Journal of Bioorganic Chemistry

, Volume 40, Issue 7, pp 737–741 | Cite as

Molecular complexes of ivy and licorice saponins with sildenafil citrate (Viagra) and their biological activity

  • L. A. Yakovishin
  • A. V. Lekar
  • E. V. Vetrova
  • N. I. Borisenko
  • S. N. Borisenko
  • V. I. Grishkovets
Low-Molecular-Weight Compounds
  • 64 Downloads

Abstract

The molecular complexation of triterpene glycosides α-hederin (hederagenin 3-O-α-L-rhamnopyranosyl-(l → 2)-O-α-L-arabinopyranoside), hederasaponin C (hederagenin 3-O-α-L-rhamnopyranosyl-(l → 2)-O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(l → 4)-O-β-D-glucopyranosyl-(l → 6)-O-β-D-glucopyranoside), and glycyram (monoammonium glycyrrhizinate) with sildenafil citrate was investigated for the first time using electrospray ionization mass spectroscopy. The glycosides form a complex in a 1: 1 molar ratio. The influence of the complex on Avena sativa seeds germination and its ichthyotoxicity against Poecilia reticulata were studied.

Keywords

triterpene glycosides α-hederin hederasaponin C glycyram sildenafil citrate molecular complex mass spectroscopy ichthyotoxicity allelopathic activity 

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References

  1. 1.
    Tolstikova, T.G., Tolstikov, A.G., and Tolstikov, G.A., Vestnik Ross. Akad. Nauk, 2007, vol. 77, no. 10, pp. 867–874.Google Scholar
  2. 2.
    Tolstikov, G.A., Baltina, L.A., Grankina, V.P., Kondratenko, R.M., and Tolstikova, T.G., Solodka: Bioraznoobrazie, khimiya, primenenie v meditsine (Licorice: Biodiversity, Chemistry, and Medical Applications), Novosibirsk, 2007.Google Scholar
  3. 3.
    Tolstikova, T.G., Khvostov, M.V., and Bryzgalov, A.O., Mini-Reviews in Medicinal Chemistry, 2009, vol. 9, pp. 1317–1328.PubMedCrossRefGoogle Scholar
  4. 4.
    Dalimov, D.N., Isaev, Yu.T., and Saiitkulov, A.M., Khim. Prir. Soedin., 2001, no. 2, pp. 132–134.Google Scholar
  5. 5.
    Hu, Y.-J., Liu, Y., Wang, J.-B., Xiao, X.-H., and Qu, S.-S., J. Pharm. Biomed. Analysis, 2004, vol. 36, pp. 915–919.CrossRefGoogle Scholar
  6. 6.
    Yakovishin, L.A., Grishkovets, V.I., Schroeder, G., and Borisenko, N.I., in Functionalized Molecules—Synthesis, Properties and Application, Rybachenko, V.I., Ed., Donetsk, 2010, Ch. 4, pp. 85–103.Google Scholar
  7. 7.
    Yakovishin, L.A., Grishkovets, V.I., Belash, D.Yu., and Yarovoy, I.R., Uchen. Zap. Tavrich. Nats. Univ. im. V.I. Vernadskogo. Ser. Biol., Khim., 2011, vol. 24, no. 3, pp. 4–10.Google Scholar
  8. 8.
    Yakovishin, L.A., Grishkovets, V.I., Belash, D.Yu., and Yarovoi, I.R., Uchen. Zap. Tavrich. Nats. Univ. im. V.I. Vernadskogo. Ser. Biol., Khim., 2011, vol. 24, no. 2, pp. 408–414.Google Scholar
  9. 9.
    Drewes, S.E., George, J., and Khan, F., Phytochemistry, 2003, vol. 62, pp. 1019–1025.PubMedCrossRefGoogle Scholar
  10. 10.
    Kolotilova, O.I., Yakovishin, L.A., Korenyuk, I.I., Grishkovets, V.I, Khusainov, D.R., and Gamma, T.V., Uchen. Zap. Tavrich. Nats. Univ. im. V.I. Vernadskogo. Ser. Biol., Khim., 2010, vol. 23, no. 2, pp. 96–103.Google Scholar
  11. 11.
    Shashkov, A.S., Grishkovets, V.I., Loloiko, A.A., and Chirva, V.Ya., Khim. Prir. Soedin., 1987, no. 3, pp. 363–366.Google Scholar
  12. 12.
    Grishkovets, V.I., Sidorov, D.Yu., Yakovishin, L.A., Arnautov, N.N., Shashkov, A.S., and Chirva, V.Ya., Khim. Prir. Soedin., 1996, no. 3, pp. 377–383.Google Scholar
  13. 13.
    Yakovishin, L.A., Borisenko, N.I., Rudnev, M.I., Vetrova, E.V., and Grishkovets, V.I., Khim. Prir. Soedin., 2010, no. 1, pp. 45–48.Google Scholar
  14. 14.
    Yakovishin, L.A., Lekar’, A.V., Borisenko, S.N., Vetrova, E.V., Borisenko, N.I., and Grishkovets, V.I., Khim. Rastit. Syr’ya, 2011, no. 4, pp. 65–70.Google Scholar
  15. 15.
    Hostettmann, K. and Marston, A., Saponins, Cambridge, 1995.CrossRefGoogle Scholar
  16. 16.
    Oleszek, W. and Jurzysta, M., Plant Soil, 1987, vol. 98, pp. 67–80.CrossRefGoogle Scholar
  17. 17.
    Wyman-Simpson, C.L., Waller, G.R., Jurzysta, M., McPherson, J.K., and Young, C.C., Plant Soil, 1991, vol. 135, pp. 83–94.CrossRefGoogle Scholar
  18. 18.
    Vaidyanathan, P. and Francis, K., Plant Cell Biotechnol. Mol. Biol., 2009, vol. 10, nos. 1/2, pp. 49–56.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2014

Authors and Affiliations

  • L. A. Yakovishin
    • 1
  • A. V. Lekar
    • 2
  • E. V. Vetrova
    • 2
  • N. I. Borisenko
    • 3
  • S. N. Borisenko
    • 2
  • V. I. Grishkovets
    • 4
  1. 1.Sevastopol National Technical UniversitySevastopolUkraine
  2. 2.Institute of Physical and Organic ChemistrySouthern Federal UniversityRostov-on-DonRussia
  3. 3.Ecological and Analytical CenterSouthern Federal UniversityRostov-on-DonRussia
  4. 4.Vernadsky Taurida National UniversitySimferopolUkraine

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