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Molecular complexation of α-hederin with hederasaponin C

  • Low-Molecular-Weight Compounds
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Abstract

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

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References

  1. Tolstikova, T.G., Tolstikov, A.G., and Tolstikov, G.A., Vestn. Ross. Akad. Nauk, vol. 77, no. 10, pp. 867–874.

  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, Chemicals, and Medical Applications), Novosibirsk, 2007.

    Google Scholar 

  3. Hostettmann, K. and Marston, A., Saponins, Cambridge, 1995.

    Google Scholar 

  4. Sasaki, Y., Mizutani, K., Kasai, R., and Tanaka, O., Chem. Pharm. Bull., 1988, vol. 36, pp. 3491–3495.

    Article  CAS  Google Scholar 

  5. Kimata, H., Sumida, N., Matsufuji, N., Morita, T., Ito, K., Yata, N., and Tanaka, O., Chem. Pharm. Bull., 1985, vol. 33, pp. 2849–2853.

    Article  PubMed  CAS  Google Scholar 

  6. Watanabe, K., Fujino, H., Morita, T., Kasai, R., and Tanaka, O., Planta Medica, 1988, vol. 54, pp. 405–409.

    Article  PubMed  CAS  Google Scholar 

  7. Nakayama, K., Fujino, H. (nee Kimata), Kasai, R., Mitoma, Y., Yata, N., and Tanaka, O., Chem. Pharm. Bull., 1986, vol. 34, pp. 3279–3283.

    Article  PubMed  CAS  Google Scholar 

  8. Yakovishin, L.A., Grishkovets, V.I., Schroeder, G., and Borisenko, N.I., Functionalized Molecules-Synthesis, Properties and Application, Rybachenko, V.I., Ed., Donetsk, 2010, Chapt. 4, pp. 85–103.

  9. Elias, R., Diaz-Lanza, A.M., Vidal-Ollivier, E., Balansard, G., Faure, R., and Babadjamian, A., J. Nat. Prod., 1991, vol. 54, pp. 98–103.

    Article  CAS  Google Scholar 

  10. Grishkovets, V.I., Kondratenko, A.E., Tolkacheva, N.V., Shashkov, A.S., and Chirva, V.Ya., Khim. Prirod. Soed., 1994, no. 6, pp. 742–746.

    Google Scholar 

  11. Grishkovets, V.I., Sidorov, D.Yu., Yakovishin, L.A., Arnautov, N.N., Shashkov, A.S., and Chirva, V.Ya., Khim. Prirod. Soed., 1996, no. 3, pp. 377–383.

    Google Scholar 

  12. Shashkov, A.S., Grishkovets, V.I., Loloiko, A.A., and Chirva, V.Ya., Khim. Prirod. Soed., 1987, no. 3, pp. 363–366.

    Google Scholar 

  13. Grishkovets, V.I., Tolkacheva, N.V., Shashkov, A.S., and Chirva, V.Ya., Khim. Prirod. Soed., 1992, no. 5, pp. 522–528.

    Google Scholar 

  14. Kizu, H., Kitayama, S., Nakatani, T., Tomimori, T., and Namba, T., Chem. Pharm. Bull., 1985, vol. 33, pp. 3324–3329.

    Article  CAS  Google Scholar 

  15. Shimizu, M., Arisawa, M., Morita, N., Kizu, H., and Tomimori, T., Chem. Pharm. Bull., 1978, vol. 26, pp. 655–659.

    Article  CAS  Google Scholar 

  16. Dekanosidze, G.E., Pkheidze, T.A., and Kemertelidze, E.P., Soobshch. AN GSSR (Farmakokhim.), 1970, vol. 60, no. 2, pp. 349–352.

    CAS  Google Scholar 

  17. Grishkovets, V.I., Khim. Prirod. Soed., 1999, no. 6, pp. 807–808.

    Google Scholar 

  18. Grishkovets, V.I., Khim. Prirod. Soed., 1999, no. 6, pp. 809–810.

    Google Scholar 

  19. Dekanosidze, G.E. and Kemertelidze, E.P., Khim. Prirod. Soed., 1980, no. 2, p. 259.

    Google Scholar 

  20. Mshvildadze, V., Elias, R., Faure, R., Debrauwer, L., Dekanosidze, G., Kemertelidze, E., and Balansard, G., Chem. Pharm. Bull., 2001, vol. 49, pp. 752–754.

    Article  PubMed  CAS  Google Scholar 

  21. Iskenderov, G.B., Farmatsiya, 1971, vol. 20, no. 4, pp. 27–30.

    CAS  Google Scholar 

  22. Mshvildadze, V., Elias, R., Faure, R., Rondeau, D., Debrauwer, L., Dekanosidze, G., Kemertelidze, E., and Balansard, G., Chem. Pharm. Bull., 2004, vol. 52, pp. 1411–1415.

    Article  PubMed  CAS  Google Scholar 

  23. Sieben, A., Prenner, L., Sorkalla, T., Wolf, A., Jakobs, D., Runkel, F., and Haberlein, H., Biochemistry, 2009, vol. 48, pp. 3477–3482.

    Article  PubMed  CAS  Google Scholar 

  24. Vetrova, E.V., Borisenko, N.I., Yakovishin, L.A., and Grishkovets, V.I., Zh. Prikl. Spektr., 2010, vol. 77, no. 5, pp. 668–672.

    Google Scholar 

  25. Vetrova, E.V., Borisenko, N.I., Yakovishin, L.A., Grishkovets, V.I., and Borisenko, S.N., Zh. Prikl. Spektr., 2011, vol. 78, no. 4, pp. 535–540.

    Google Scholar 

  26. Yakovishin, L.A., Borisenko, S.N., Vetrova, E.V., and Borisenko, N.I., Mass-Spektrometriya, 2011, vol. 8, no. 2, pp. 111–114.

    Google Scholar 

  27. Kazitsyna, L.A. and Kupletskaya, N.B., Primenenie UF-, IK-, YaMR- i mass-spektroskopii v organicheskoi khimii (Application of UV, IR, NMR, and Mass Spectroscopy in Organic Chemistry), Moscow, 1979.

    Google Scholar 

  28. Podolak, I., Galanty, A., and Sobolewska, D., Phytochem. Rev., 2010, vol. 9, pp. 425–474.

    Article  PubMed  CAS  Google Scholar 

  29. Anisimov, M.M. and Chirva, V.Ya., Usp. Sovrem. Biol., 1980, vol. 6, no. 3, pp. 351–364.

    Google Scholar 

  30. Saito, S., Ebashi, J., Sumita, S., Furumoto, T., Nagamura, Y., Nishida, K., and Isiguro, I., Chem. Pharm. Bull., 1993, vol. 41, pp. 1395–1401.

    Article  PubMed  CAS  Google Scholar 

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Authors and Affiliations

  1. Sevastopol National Technical University, ul. Universitetskaya 33, Sevastopol, 99053, Ukraine

    L. A. Yakovishin

  2. V.I. Vernadsky Taurida National University, pr. Vernadskogo 4, Simferopol, 95007, Ukraine

    V. I. Grishkovets

  3. Ecological and Analytical Center, Southern Federal University, ul. Zorge 7, Rostov-on-Don, 344090, Russia

    A. B. Lekar & N. I. Borisenko

  4. Research Institute for Physical and Organic Chemistry, Southern Federal University, pr. Stachki 194/2, Rostov-on-Don, 344090, Russia

    E. V. Vetrova & S. N. Borisenko

Authors
  1. L. A. Yakovishin
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  2. V. I. Grishkovets
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  3. A. B. Lekar
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  4. E. V. Vetrova
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  5. N. I. Borisenko
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  6. S. N. Borisenko
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Correspondence to L. A. Yakovishin.

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Original Russian Text © L.A. Yakovishin, V.I. Grishkovets, A.B. Lekar, E.V. Vetrova, N.I. Borisenko, S.N. Borisenko, 2012, published in Khimiya Rastitel’nogo Syr’ya, 2012, No. 3, pp. 73–79.

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Yakovishin, L.A., Grishkovets, V.I., Lekar, A.B. et al. Molecular complexation of α-hederin with hederasaponin C . Russ J Bioorg Chem 39, 707–711 (2013). https://doi.org/10.1134/S1068162013070157

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  • DOI: https://doi.org/10.1134/S1068162013070157

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