Skip to main content
SpringerLink
Log in

Mechanical Composites of Rimantadine and Larch Arabinogalactan

  • Published:
Chemistry of Natural Compounds Aims and scope

Mechanical composites were produced by mechanochemical treatment of a mixture of the antiviral drug rimantadine and arabinogalactan (AG) isolated from larch wood. Their properties were studied using PMR, 13C and 15N NMR, and IR spectroscopy. It was found that AG and rimantadine did not react chemically under the studied conditions. The mechanical treatment decreased the size of crystalline rimantadine particles and produced amorphous material according to x-ray diffraction analysis. The mechanochemical treatment dispersed rimantadine in the AG matrix.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. F. I. Ershov, E. P. Chizhov, and E. B. Tazulakhova, Antiviral Drugs [in Russian], St. Petersburg, 1993, p. 19.

  2. O. I. Kiselev, N. P. Chizhov, V. I. Ilenko, V. G. Platonov, A. F. Nikolaev, L. I. Shalnova, L. S. Efimova, S. A. Selkov, E. A. Trofimova, and N. V. Abramova, RU Pat. 2,071,323, Jan. 10, 1997; Byull. Izobret., No. 1 (1997).

  3. J. B. Lloyd, R. Duncan, and J. Kopecek, Pure Appl. Chem., 56, 1301 (1984); R. Chadha, V. K. Kapoor, D. Thakur, R. Kaur, P. Arora, and D. V. S. Jain, J. Sci. Ind. Res., 67, 185 (2008); D. Gaikwad, S. Dhawale, J. Khandare, M. Patil, T. Khade, B. Gavitre, K. Bobe, V. Kulkarni, and U. Gaikwad, Res. J. Pharm. Biol. Chem. Sci., 2, 200 (2011); L. Zhang, F. X. Gu, J. M. Chan, A. Z. Wang, R. S. Lange, and O. C. Farokhzad, Clin. Pharmacol. Ther., 83, 761 (2008).

  4. M. Ju. Eropkin, M. V. Solovskij, M. Ju. Smirnova, E. F. Panarin, O. I. Kiselev, T. S. Brjazzhikova, and T. M. Gudkova, RU Pat. 2,394,618, Jan. 20, 2010; Byull. Izobret., No. 20 (2010).

  5. V. I. Kiselev, O. I. Kiselev, and M. E. Juŕev, RU Pat 2,185,822, Jul. 27, 2002; Byull. Izobret., No. 21, 262 (2002).

  6. T. Assam, H. Eliyahu, L. Shapira, M. Linial, Y. Barenholz, and A. J. Domb, J. Med. Chem., 45, 1817 (2002);K. Bowman and K. W. Leong, Int. J. Nanomed., 1, No. 2, 117 (2006); E. V. Groman, E. T. Menz, P. M. Enriquez, C. Jung, et al., US Pat. 5,554,386, Sep.10, 1986; R. L. Reis, N. M. Neves, et al., Natural-Based Polymers for Biomedical Applications, Woodhead Pub., Cambridge, 2008, 802 pp.

  7. E. V. Groman, P. M. Enriquez, C. Jung, and L. Josephson, Bioconjugate Chem., 5,547 (1994); P. M. Enriquez, C. W. Jung, and E. V. Groman, US Pat. 5,490,991, Feb. 13, 1996.

  8. T. Ehrenfreund-Kleinman, T. Azzam, R. Falk, I. Polacheck, J. Golenser, and A. J. Domb, Biomaterials, 23, 1327 (2002); R. Kh. Mudarisova, L. A. Badykova, and Yu. B. Monakov, in: Proceedings of the VIth All-Russian Scientific Seminar with Youth Scientific School “Chemistry and Medicine” [in Russian], Ufa, 2007, p. 76; R. Kh. Mudarisova, L. A. Badykova, T. G. Tolstikova, G. P. Aleksandrova, I. M. Borisov, and Yu. B. Monakov, Zh. Prikl. Khim., 78, 1721 (2005).

  9. A. E. Clarke, R. L. Anderson, and B. A. Stone, Phytochemistry, 18, 521 (1979).

    Article  CAS  Google Scholar 

  10. A. V. Dushkin, E. S. Meteleva, T. G. Tolstikova, M. V. Khvostov, and G. A. Tolstikov, Khim. Interesakh Ustoich. Razvit., 18, 719 (2010); A. V. Dushkin, E. S. Meteleva, T. G. Tolstikova, G. A. Tolstikov, N. E. Polyakov, N. A. Neverova, E. N. Medvedeva, and V. A. Babkin, Izv. Ross. Akad. Nauk, Ser. Khim., 6, 1274 (2008); T. G. Tolstikova, G. A. Tolstikov, M. V. Khvostov, A. O. Bryzgalov, A. V. Dushkin, E. S. Meteleva, and N. E. Nifantťev, RU Pat. 2,391,980, Apr. 27, 2010, Byull. Izobret., No. 17 (2010); T. G. Tolstikova, M. V. Khvostov, A. O. Bryzgalov, A. V. Dushkin, and G. A. Tolstikov, Dokl. Akad. Nauk, 433, 713 (2010); V. A. Babkin and O. I. Kiselev, RU Pat. 2,475,255, Feb. 20, 2013, Byull. Izobret., No. 5 (2013).

  11. Yu. S. Ovodov, Bioorg. Khim., 24, 483 (1998).

    CAS  PubMed  Google Scholar 

  12. J. Prescott, P. M. Enriquez, C. Jung, E. T. Menz, and E. V. Groman, Carbohydr. Res., 278, 113 (1995); G. R. Ponder and G. N. Richards, Carbohydr. Polym., 34, 251 (1997).

  13. G. R. Ponder and G. N. Richards, J. Carbohydr. Chem., 16, 195 (1997).

    Article  CAS  Google Scholar 

  14. V. I. Evseenko, A. V. Dushkin, E. S. Meteleva, and L. I. Demenkova, in: Proceedings of the VIIIth All-Russian Conference with International Participation “Chemistry and Medicine” [in Russian], Ufa, 2010, p. 163.

  15. V. V. Zarubaev, L. A. Ostroukhova, E. N. Medvedeva, V. A. Babkin, and O. I. Kiselev, Byull. Vost.-Sib. Nauchn. Tsentra Sib. Otd. Ross. Akad. Med. Nauk, 1 (71), 76 (2010).

    Google Scholar 

  16. E. N. Medvedeva, N. A. Neverova, T. E. Fedorova, V. A. Babkin, E. S. Meteleva, A. V. Dushkin, T. G. Tolstikova, and M. V. Khvostov, Khim. Rastit. Syŕya, 3, 49 (2009).

    Google Scholar 

  17. L. P. Feoktistova, A. N. Sapozhnikov, G. P. Aleksandrova, S. A. Medvedeva, and L. A. Grishchenko, Zh. Prikl. Khim., 75, 1951 (2002).

    Google Scholar 

  18. V. A. Babkin, E. N. Medvedeva, N. A. Neverova, N. N. Chipanina, T. N. Aksamentova, E. S. Meteleva, and A. V. Dushkin, in: Proceedings of the IVth All-Russian Scientific Conference “Progress in the Chemistry and Technology of Plant Raw Material” [in Russian], Barnaul, Book 2, 2009, p. 176.

  19. E. N. Medvedeva, N. A. Neverova, L. A. Ostroukhova, V. A. Babkin, S. A. Guśkov, E. S. Meteleva, and A. V. Dushkin, Chem. Nat. Compd., 46, 212 (2010).

    Article  CAS  Google Scholar 

  20. Fibrolar S (raw material for preparing biologically active food additives) TU 9363-021-39094141-08; San.-epid. Concl. No. 77.99.03.003.T.001137.05.08 of May 29, 2008.

  21. RF State Pharmacopoeia, XIIth Ed. (No. 1). Solubility (OFS 42-0049-07), Moscow, 2008.

  22. E. N. Medvedeva, T. E. Fedorova, A. S. Vanina, A. V. Rokhin, L. A. Eśkova, and V. A. Babkin, Khim. Rastit. Syŕya, 1, 25 (2006).

    Google Scholar 

Download references

Acknowledgment

We thank Cand. Phys.-Mat. Sci. N. N. Chipanina for assistance in performing the work.

Author information

Authors and Affiliations

  1. A. E. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 664033, Russia, Irkutsk, Ul. Favorskogo, 1

    V. A. Babkin, E. N. Medvedeva, N. A. Neverova & A. A. Levchuk

  2. A. P. Vinogradov Institute of Geochemistry, Siberian Branch, Russian Academy of Sciences, 664033, Russia, Irkutsk, Ul. Favorskogo, 1a

    A. N. Sapozhnikov

Authors
  1. V. A. Babkin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. N. Medvedeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. N. A. Neverova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. A. Levchuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. N. Sapozhnikov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to E. N. Medvedeva.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 2, March–April, 2014, pp. 201–204

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Babkin, V.A., Medvedeva, E.N., Neverova, N.A. et al. Mechanical Composites of Rimantadine and Larch Arabinogalactan. Chem Nat Compd 50, 225–229 (2014). https://doi.org/10.1007/s10600-014-0918-8

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-014-0918-8

Keywords

Search

Navigation