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Russian Journal of Bioorganic Chemistry

, Volume 45, Issue 6, pp 438–450 | Cite as

Application of Natural Polysaccharides in Pharmaceutics

  • M. V. KhvostovEmail author
  • T. G. Tolstikova
  • S. A. Borisov
  • A. V. Dushkin
REVIEW ARTICLE
  • 5 Downloads

Abstract

Modern data are presented on the pharmaceutical application of natural polysaccharides, such as pullulan, alginates, hyaluronic acid, dextrans, pectin, chitosan, and arabinogalactan, which are already actively used or can be used in the future for optimizing different drug forms, water solubility and improving bioavailability. The emphasis on natural polysaccharides is made in relation to their good biocompatibility, biodegradation, hydrophilicity, good stability, safety, lack of toxicity, and adhesive properties. The indicated parameters are important and necessary for agents used for drug delivery into the human body.

Keywords:

polysaccharides increased bioavailability pullulan alginates hyaluronic acid dextrans pectin chitosan arabinogalactan 

Notes

COMPLIANCE WITH ETHICAL STANDARDS

Conflict of Interests.

The authors declare that they have no conflict of interest.

Statement on the Welfare of Animals.

This article does not contain any studies involving animals performed by any of the authors.

Statement of Compliance with Standards of Research Involving Humans as Subjects.

This article does not contain any studies involving humans as subjects of research.

REFERENCES

  1. 1.
    http://www.rlsnet.ru.Google Scholar
  2. 2.
    DiMasi, J.A., Hansen, R.W., and Grabowski, H.G., J. Health Econ., 2003, vol. 22, pp. 151–185.PubMedCrossRefPubMedCentralGoogle Scholar
  3. 3.
    Tiwari, G., Tiwari, R., Sriwastawa, B., Bhati, L., Pandey, S., Pandey, P., and Bannerjee, S.K., Int. J. Pharm. Investig., 2012, vol. 2, pp. 2–11.PubMedPubMedCentralCrossRefGoogle Scholar
  4. 4.
    Amidon, G.L., Lennernäs, H., Shah, V.P., and Crison, J.R., Pharm. Res., 1995, vol. 12, pp. 413–420.PubMedCrossRefPubMedCentralGoogle Scholar
  5. 5.
    Loftsson, T., Jarho, P., Másson, M., and Järvinen, T., Expert Opinion Drug Deliv., 2005, vol. 2, pp. 335–351.CrossRefGoogle Scholar
  6. 6.
    Arima, H., Hayashia, Y., Higashi, T., and Motoyama, K., Expert Opinion Drug Deliv., 2015, vol. 12, pp. 1425–1441.CrossRefGoogle Scholar
  7. 7.
    Bonnet, V., Gervaise, C., Djedaïni-Pilard, F., Furlan, A., and Sarazin, C., Drug Discov. Today, 2015, vol. 20, pp. 1120–1126.PubMedCrossRefPubMedCentralGoogle Scholar
  8. 8.
    Liu, Z., Jiao, Y., Wang, Y., Zhou, C., and Zhang, Z., Adv. Drug Deliv., 2008, vol. 60, pp. 1650–1662.CrossRefGoogle Scholar
  9. 9.
    Prajapati, V.D., Jani, J.K., and Khanda, S.M., Carbohydr. Polym., 2013, vol. 95, pp. 540–549.PubMedCrossRefPubMedCentralGoogle Scholar
  10. 10.
    Yoneyama, M., Okada, K., Mandai, T., Aga, H., Sakai, S., and Ichikawa, T., J. Jpn. Soc. Starch Sci., 1990, vol. 37, pp. 123–127.CrossRefGoogle Scholar
  11. 11.
    Fundueanu, G., Constantin, M., Mihai, D., Bortolotti, F., Cortesi, R., and Ascenzi, P., J. Chromatogr., vol. 791, pp. 407–419.Google Scholar
  12. 12.
    Singh, R.S., Saini, J.K., and Kennedy, J.F., Carbohydr. Polym., 2008, vol. 73, pp. 515–531.PubMedCrossRefPubMedCentralGoogle Scholar
  13. 13.
    Seymour, L.W., Dunkan, R., Chytry, V., Strohalm, J., Ulbrich, K., and Kopeček, J., J. Control. Release, 1991, vol. 16, pp. 255–262.CrossRefGoogle Scholar
  14. 14.
    Toth, C.A., Thomas, P., Broitman, S.A., and Zamcheck, N., Cancer Res., 1985, vol. 45, pp. 392–397.PubMedPubMedCentralGoogle Scholar
  15. 15.
    Xi, K., Tabata, Y., Uno, K., Yoshimoto, M., Kishida, T., Sokawa, Y., and Ikada, Y., Pharm. Res., 1996, vol. 13, pp. 1846–1850.PubMedCrossRefPubMedCentralGoogle Scholar
  16. 16.
    Scomparina, A., Salmasoa, S., Bersania, S., Satchi-Fainarob, R., and Caliceti, P., Eur. J. Pharm. Sci., 2011, vol. 42, pp. 547–558.CrossRefGoogle Scholar
  17. 17.
    Singh, R.S., Kaur, N., and Kennedy, J.F., Carbohydr. Polym., 2015, vol. 123, pp. 190–207.PubMedCrossRefPubMedCentralGoogle Scholar
  18. 18.
    Sosnik, A., ISRN Pharm., 2014, vol. 2014, article ID 926157.PubMedPubMedCentralGoogle Scholar
  19. 19.
    Tønnesen, H.H. and Karlsen, J., Drug Dev. Industr. Pharm., 2002, vol. 28, pp. 621–630.CrossRefGoogle Scholar
  20. 20.
    Boontheekul, T., Kong, H.J., and Mooney, D.J., Biomaterials, 2005, vol. 26, pp. 2455–2465.PubMedCrossRefGoogle Scholar
  21. 21.
    Lee, K.Y. and Mooney, D.J., Progress Polym. Sci., 2012, vol. 37, pp. 106–126.CrossRefGoogle Scholar
  22. 22.
    Al-Shamkhani, A. and Duncan, R., J. Bioact. Compat. Polym., 1995, vol. 10, pp. 4–13.CrossRefGoogle Scholar
  23. 23.
    Meyer, K. and Palmer, J.W., J. Biol. Chem., 1934, vol. 107, pp. 629–634.Google Scholar
  24. 24.
    Laurent, T.C. and Fraser, J.R.E., FASEB J., 1992, vol. 6, pp. 2397–2404.PubMedCrossRefPubMedCentralGoogle Scholar
  25. 25.
    Schante, C.E., Zuber, G., Herlin, C., and Vandamme, T.F., Carbohydr. Res., 2011, vol. 85, pp. 469–489.CrossRefGoogle Scholar
  26. 26.
    Raemdonck, K., Martens, T.F., Braeckmans, K., Demeester, J., and De Smedt, S.C., Adv. Drug Deliv. Rev., 2013, vol. 65, pp. 1123–1147.PubMedCrossRefPubMedCentralGoogle Scholar
  27. 27.
    Tripodo, G., Trapani, A., Torre, M.L., Giammona, G., Trapani, G., and Mandracchia, D., Eur. J. Pharm. Biopharm., 2015, vol. 97, pp. 400–416.PubMedCrossRefPubMedCentralGoogle Scholar
  28. 28.
    Liao, Y.-H., Jones, S.A., Forbes, B., Martin, G.P., and Brown, M.B., Drug Deliv., 2005, vol. 12, pp. 327–342.PubMedCrossRefPubMedCentralGoogle Scholar
  29. 29.
    Tripodo, G., Zhang, H., Huang, S., Yang, X., and Zhai, G., Eur. J. Med. Chem., 2014, vol. 86, pp. 310–317.CrossRefGoogle Scholar
  30. 30.
    Brown, M.B., Marriott, C., and Martin, G.P., Int. J. Tissue React.,Exp. Clin. Aspects, 1995, vol. 17, pp. 133–140.Google Scholar
  31. 31.
    Brown, M.B., Forbes, B., and Martin, G.P., The use of hyaluronan in topical drug delivery, in Hyaluronan: Biomedical, Medical and Clinical Aspects, Kennedy, J., Phillips, G.O., Williams, P.A., and Hascall, V., Eds., Cambridge: Woodhead Publ., 2002, pp. 249–256.Google Scholar
  32. 32.
    Brown, M.B. and Martin, G.P., Int. J. Pharm., 2001, vol. 225, pp. 113–121.PubMedCrossRefGoogle Scholar
  33. 33.
    McEwan, L.E. and Smith, J.G., Aust. J. Derm., 1997, vol. 38, pp. 187–189.CrossRefGoogle Scholar
  34. 34.
    Wolf, J.E., Taylor, J.R., Tschen, E., and Kang, S.W., Int. J. Dermatol., 2001, vol. 40, pp. 709–713.PubMedCrossRefGoogle Scholar
  35. 35.
    Amr, S.K., Brown, M.B., Martin, G.P., and Forbes, B., in Proc. Millennial World Congr. Pharm. Sci., San Francisco, USA: Int. Pharm. Fed., 2000, A60.Google Scholar
  36. 36.
    Brown, M.B. and Moore, A., The effects of a novel formulation of cyclosporine on antibody and cell-mediated immune reactions in the pleural cavity of rats, in Hyaluronan in Drug Delivery, Willoughby, D.A., Ed., London: R. Soc. Med. Press, 1996, pp. 121–131.Google Scholar
  37. 37.
    Nazir, T., Martin, G.P., and Brown, M.B., Pharm. Sci., 2001, vol. 3, suppl., p. 1429.Google Scholar
  38. 38.
    Gurny, R., Ibrahim, H., Aebi, A., Buri, P., Wilson, C.G., Washington, N., Edman, P., and Camber, O., J. Control. Release, 1987, vol. 6, pp. 367–373.CrossRefGoogle Scholar
  39. 39.
    Bucolo, C. and Mangiafico, P., J. Ocul. Pharmacol. Ther., 1999, vol. 15, pp. 567–573.PubMedCrossRefPubMedCentralGoogle Scholar
  40. 40.
    Saettone, M.F., Chetoni, P., Torracca, M.T., Burgalassi, S., and Giannaccini, B., Int. J. Pharm., 1989, vol. 51, pp. 203–212.CrossRefGoogle Scholar
  41. 41.
    Herrero-Vanrell, R., Fernandez-Carballido, A., Frutos, G., and Cadorniga, R., J. Ocul. Pharmacol. Ther., 2000, vol. 16, pp. 419–428.PubMedCrossRefGoogle Scholar
  42. 42.
    Bucolo, C., Spadaro, A., and Mangiafico, S., Ophthalmic Res., 1998, vol. 30, pp. 101–106.PubMedCrossRefGoogle Scholar
  43. 43.
    Moreira, C.A., Armstrong, D.K., Jelliffe, R.W., Moreira, A.T., Woodford, C.C., Liggett, P.E., and Trousdale, M.D., Acta Ophthalmol. (Copenh.), 1991, vol. 69, pp. 45–49.CrossRefGoogle Scholar
  44. 44.
    Moreira, C.A., Armstrong, D.K., Jelliffe, R.W., Moreira, A.T., Woodford, C.C., Liggett, P.E., and Trousdale, M.D., Acta Ophthalmol. (Copenh), 1991, vol. 69, pp. 50–56.CrossRefGoogle Scholar
  45. 45.
    Gandolfi, S.A., Massari, A., and Orsoni, J.G.,Graefes Arch. Clin. Exp. Ophthalmol., 1992, vol. 230, pp. 20–23.PubMedCrossRefGoogle Scholar
  46. 46.
    Lim, S.T., Forbes, B., Berry, D.J., Martin, G.P., and Brown, M.B., Int. J. Pharm., 2002, vol. 231, pp. 73–82.PubMedCrossRefGoogle Scholar
  47. 47.
    Morimoto, K., Metsugi, K., Katsumata, H., Iwanaga, K., and Kakemi, M., Drug Dev. Ind. Pharm., 2001, vol. 27, pp. 365–371.PubMedCrossRefGoogle Scholar
  48. 48.
    Surendrakumar, K., Martyn, G.P., Hodgers, E.C.M., Jansen, M., and Blair, J.A., J. Control. Release, 2003, vol. 91, pp. 385–394.PubMedCrossRefGoogle Scholar
  49. 49.
    Thoren, L., Devel. Biol. Stand, 1981, vol. 48, pp. 157–167.Google Scholar
  50. 50.
    Suflet, D.M., Chitanu, G.C., and Desbrieres, J., Carbohydr. Res., 2010, vol. 82, pp. 1271–1277.CrossRefGoogle Scholar
  51. 51.
    Mehvar, R., J. Control. Release, 2000, vol. 69, pp. 1–25.PubMedCrossRefGoogle Scholar
  52. 52.
    Walker, G.J., Dextrans, in Biochemistry of Carbohydrates II, Manners, D., Ed., Baltimore: University Park Press, 1978, vol. 16, pp. 75–125.Google Scholar
  53. 53.
    Mehvar, R. and Shepard, T.L., J. Pharm. Sci., 1992, vol. 81, pp. 908–912.PubMedCrossRefGoogle Scholar
  54. 54.
    Koyama, Y., Miyagawa, T., Kawaide, A., and Kataoka, K., J. Control. Release, 1996, vol. 41, pp. 171–176.CrossRefGoogle Scholar
  55. 55.
    Varshosaz, J., Emami, J., Tavakoli, N., Fassihi, A., Minaiyan, M., Ahmadi, F., and Dorkoosh, F., Int. J. Pharm., 2009, vol. 365, pp. 69–76.PubMedCrossRefGoogle Scholar
  56. 56.
    Varshosaz, J., Emami, J., Fassihi, A., Tavakoli, N., Minaiyan, M., Ahmadi, F., Mahzouni, P., and Dorkoosh, F., Int. J. Colorectal Dis., 2010, vol. 25, pp. 1159–1165.PubMedCrossRefGoogle Scholar
  57. 57.
    Varshosaz, J., Expert Opin. Drug Deliv., 2012, vol. 9, pp. 509–523.PubMedCrossRefGoogle Scholar
  58. 58.
    Vyas, S., Trivedi, P., and Chaturvedi, S.C., Acta Pharm., 2007, vol. 57, pp. 441–450.PubMedCrossRefGoogle Scholar
  59. 59.
    Shrivastava, S.K., Jain, D.K., and Trivedi, P., Pharmazie, 2003, vol. 58, pp. 389–391.PubMedGoogle Scholar
  60. 60.
    Feeney, M., Giannuzzo, M., Paolicelli, P., and Casadei, M.A., Drug Deliv., 2007, vol. 14, pp. 87– 93.PubMedCrossRefGoogle Scholar
  61. 61.
    Sriamornsak, P., Expert Opin. Drug Deliv., 2011, vol. 8, pp. 1009–1023.PubMedCrossRefGoogle Scholar
  62. 62.
    Endress, H.U. and Christensen, S.H., Pectins, in Phillips GO. Handbook of Hydrocolloids, 2nd ed., Williams, P.A., Ed., Cambridge: Woodhead Publ., 2009, pp. 274–297.Google Scholar
  63. 63.
    Sriamornsak, P., Silpakorn.Univ. Int. J., 2003, vol. 3, pp. 206–228.Google Scholar
  64. 64.
    Oakenfull, D.G., The chemistry of high-methoxyl pectins, in The Chemistry and Technology of Pectin, Walter, R.H., Ed., New York: Academic, 1991, pp. 87–108.Google Scholar
  65. 65.
    Rinaudo, M., Polyelectrolytes derived from natural polysaccharides, in Monomer, Polymers and Composites from Renewable Resources, Belgacem, M. and Gandini, A., Eds., Amsterdam: Elsevier, 2008, pp. 495–516.Google Scholar
  66. 66.
    Morris, G., Kok, S., Harding, S., and Adams, G., Biotechnol. Genet. Eng. Rev., 2010, vol. 27, pp. 257–284.PubMedCrossRefGoogle Scholar
  67. 67.
    Liu, L., Fishman, M.L., and Hicks, K.B., Cellulose, 2007, vol. 14, p. 15.CrossRefGoogle Scholar
  68. 68.
    Baloglu, E., Özyazici, M., Hizarcioglu, S.Y., and Senyigit, T., Pharm. Dev. Technol., 2006, vol. 11, pp. 477–484.PubMedCrossRefGoogle Scholar
  69. 69.
    Thirawong, N., Kennedy, R.A., and Sriamornsak, P., Carbohydr. Polym., 2008, vol. 71, pp. 170–179.CrossRefGoogle Scholar
  70. 70.
    Gaucher, G., Satturwar, P., Jones, M.-Ch., Furtos, A., and Leroux, J.-Ch., Eur. J. Pharm. Biopharm., 2010, vol. 76, pp. 147–158.PubMedCrossRefPubMedCentralGoogle Scholar
  71. 71.
    Charlton, S.T., Davis, S.S., and Illum, L., J. Control. Release, 2007, vol. 118, pp. 225–234.PubMedCrossRefPubMedCentralGoogle Scholar
  72. 72.
    Chelladurai, S., Mishra, M., and Mishra, B., Chem. Pharm. Bull., 2008, vol. 56, pp. 1596–1599.PubMedCrossRefPubMedCentralGoogle Scholar
  73. 73.
    Zhang, W., Mahuta, K.M., Mikulski, B.A., Harvestine, J.N., Crouse, J.Z., Lee, J.C., Kaltchev, M.G., and Tritt, C.S., Pharm. Dev. Technol., 2016, vol. 21, pp. 127–130.PubMedCrossRefPubMedCentralGoogle Scholar
  74. 74.
    Xing, P., Shi, Y., Dong, C., Liu, H., Cheng, Y., Li, J., Sun, D., Li, M., Sun, K., and Feng, D., AAPS Pharm. Sci. Tech., 2017, vol. 8, pp. 1095–1103.CrossRefGoogle Scholar
  75. 75.
    Saha, N.R., Sarkar, G., Roya, I., Rana, D., Bhattacharyya, A., Adhikari, A., Mukhopadhyay, A., and Chattopadhyay, D., Carbohydr. Polym., 2016, vol. 136, pp. 1218–1227.PubMedCrossRefGoogle Scholar
  76. 76.
    Sinha, V.R., Singla, A.K., Wadhawan, S., Kaushik, R., Kumria, R., Bansal, K., and Dhawan, S., Int. J. Pharm., 2004, vol. 274, pp. 1–33.PubMedCrossRefGoogle Scholar
  77. 77.
    Kato, Y., Onishi, H., and Machida, Y., Curr. Pharm. Biotechnol., 2003, vol. 4, pp. 303–309.PubMedCrossRefGoogle Scholar
  78. 78.
    Singla, A.K. and Chawla, M., J. Pharm. Pharmacol., 2001, vol. 53, pp. 1047–1067.PubMedCrossRefGoogle Scholar
  79. 79.
    Fukuda, H., Bull. Chem. Soc. Jpn., 1980, vol. 53, pp. 837–840.CrossRefGoogle Scholar
  80. 80.
    Onsoyen, E. and Skaugrud, O., J. Chem. Technol. Biotechnol., 1990, vol. 49, pp. 395–404.PubMedCrossRefPubMedCentralGoogle Scholar
  81. 81.
    Chandy, T. and Sharma, C.P., Artif. Cells Artif. Organs, 1990, vol. 18, pp. 1–24.CrossRefGoogle Scholar
  82. 82.
    Demarger-Andre, S. and Domard, A., New properties of chitosan in lipid dispersions, in Chitin World, Karnicki, Z.S., Wojtaso Pajak, A., Breziski, M.M., and Bylowski, P.J., Eds., Germany: Bremerhauser, 1994, pp. 153–158.Google Scholar
  83. 83.
    Kas, H.S., J. Microencapsul., 1997, vol. 14, pp. 689–711.PubMedCrossRefPubMedCentralGoogle Scholar
  84. 84.
    Kim, D., Jeong, Y., Choi, C., et al., Int. J. Pharm., 2006, vol. 319, pp. 130–138.PubMedCrossRefPubMedCentralGoogle Scholar
  85. 85.
    Ray, S.D., Acta Pol. Pharm., 2011, pp. 619–622.Google Scholar
  86. 86.
    Medvedeva, E.N., Babkin, V.A., and Ostroukhova, L.A., Khim. Rastit. Syr’ya, 2003, vol. 1, pp. 27–37.Google Scholar
  87. 87.
    Odonmazig, P., Ebringerova, A., Machova, E., and Alfoldi, J., Carbohydr. Res., 1994, vol. 252, pp. 317–324.PubMedCrossRefPubMedCentralGoogle Scholar
  88. 88.
    Antonova, G.F. and Tyukavkina, N.A., Khim. Drev., 1983, vol. 2, pp. 89–96.Google Scholar
  89. 89.
    Antonova, G.F. and Usov, A.I., Bioorg. Khim., 1984, vol. 10, pp. 1664–1669.Google Scholar
  90. 90.
    Vince, A.J., McNeil, N.I., Wager, J.D., and Wrong, O.M., Br. J. Nutr., 1990, vol. 63, pp. 17–26.PubMedCrossRefPubMedCentralGoogle Scholar
  91. 91.
    Kaneo, Y., Ueno, T., Tanaka, T., Iwase, H., Yamaguchi, Y., and Uemura, T., Int. J. Pharm., 2000, vol. 201, pp. 59–69.PubMedCrossRefPubMedCentralGoogle Scholar
  92. 92.
    Dushkin, A.V., Meteleva, E.S., Tolstikova, T.G., Tolstikov, G.A., Polyakov, N.E., Neverov, N.A., Medvedeva, E.N., and Babkin, V.A., Izv. Akad. Nauk, Ser. Khim., 2008, no. 6, pp. 1274–1282.Google Scholar
  93. 93.
    Nakai, Y., Fukuoka, E., Nakajima, S., and Yamamoto, K., Chem. Pharm. Bull., 1977, vol. 25, pp. 3340–3345.PubMedCrossRefPubMedCentralGoogle Scholar
  94. 94.
    Yagodin, A.Yu., Dushkin, A.V., and Boldyrev, V.V., Farmatsiya, 1991, no. 3, pp. 69–71.Google Scholar
  95. 95.
    Apanasenko, I.E., Selyutina, O.Yu., Polyakov, N.E., Suntsova, L.P., Meteleva, E.S., Dushkin, A.V., Vachali, P., and Bernstein, P.S., Arch. Biochem. Biophys., 2015, vol. 572, pp. 58–65.PubMedCrossRefPubMedCentralGoogle Scholar
  96. 96.
    Polyakov, N.E., Leshina, T.V., Meteleva, E.S., Dushkin, A.V., et al., J. Phys. Chem. B, 2009, vol. 113, pp. 275–282.PubMedCrossRefPubMedCentralGoogle Scholar
  97. 97.
    Dushkin, A.V., Chistyachenko, Yu.S., Tolstikova, T.G., Khvostov, M.V., Polyakov, N.E., Lyakhov, N.Z., and Tolstikov, G.A., Dokl. Biochem. Biophys., 2013, vol. 451, pp. 180–182.PubMedCrossRefPubMedCentralGoogle Scholar
  98. 98.
    Chistyachenko, Yu.S., Dushkin, A.V., Polyakov, N.E., Khvostov, M.V., Tolstikova, T.G., Tolstikov, G.A., and Lyakhov, N.Z., Drug Deliv., 2015, vol. 22, pp. 400–407.PubMedCrossRefPubMedCentralGoogle Scholar
  99. 99.
    Khvostov, M.V., Tolstikova, T.G., Borisov, S.A., Zhukova, N.A., Dushkin, A.V., Chistyachenko, Yu.S., and Polyakov, N.E., Curr. Drug Deliv., 2016, vol. 13, pp. 582–589.PubMedCrossRefPubMedCentralGoogle Scholar
  100. 100.
    Dushkin, A.V., Tolstikova, T.G., Khvostov, M.V., and Tolstikov, G.A., Complexes of polysaccharides and glycyrrhizic acid with drug molecules. Mechanochemical synthesis and pharmacological activity, in The Complex World of Polysaccharides, Karunaratne, D.N., Ed., Croatia: InTech, 2012, pp. 573–602.Google Scholar
  101. 101.
    Khvostov, M.V., Borisov, S.A., Tolstikova, T.G., Dushkin, A.V., Tsyrenova, B.D., Chistyachenko, Yu.S., Polyakov, N.E., Dultseva, G.G., Onischuk, A.A., and An’kov, S.V., Eur. J. Drug Metab. Pharmacokinet., 2017, vol. 42, pp. 431–440.PubMedCrossRefGoogle Scholar
  102. 102.
    Borisov, S.A., Khvostov, M.V., Tolstikova, T.G., Dushkin, A.V., and Chistyachenko, Yu.S., Sib. Nauchn. Med. Zh., 2017, vol. 37, pp. 19–25.Google Scholar
  103. 103.
    Kong, R., Zhu, X., Meteleva, E.S., Chistyachenko, Yu.S., Suntsova, L.P., Polyakov, N.E., Khvostov, M.V., Baev, D.S., Tolstikova, T.G., Yu, J., Dushkin, A.V., and Su, W., Int. J. Pharm., 2017, vol. 534, pp. 108–118.PubMedCrossRefGoogle Scholar
  104. 104.
    Kong, R., Zhu, X., Meteleva, E.S., Polyakov, N.E., Khvostov, M.V., Baev, D.S., Tolstikova, T.G., Dushkin, A.V., and Su, W., Drug Deliv. Transl. Res., 2018, vol. 8, pp. 1200–1213.PubMedCrossRefGoogle Scholar
  105. 105.
    Tolstikova, T.G., Khvostov, M.V., Bryzgalov, A.O., Tolstikov, G.A., Dushkin, A.V., Meteleva, E.C., and Nifant’ev, N.E., RF Patent no. 2391980, 2008.Google Scholar
  106. 106.
    Chistyachenko, Yu.S., Khvostov, M.V., Belousov, A.I., Zhukova, N.A., Pakharukova, M.Yu., Katokhin, A.V., Khalikov, S.S., Tolstikova, T.G., Dushkin, A.V., Mordvinov, V.A., and Lyakhov, N.Z., Dokl. Biol. Sci., 2014, vol. 456, pp. 212–214.PubMedCrossRefGoogle Scholar
  107. 107.
    Dushkin, A.V, Meteleva, E.S., Lyakhov, N.Z., Chistyachenko, Yu.S., Khalikov, S.S., Tolstikova, T.G., Khvostov, M.V., et al., RF Patent no. 2545797, 2013.Google Scholar
  108. 108.
    Lyakhov, N.Z., Dushkin, A.V., and Meteleva, E.S., RF Patent no. 2681649, 2017.Google Scholar
  109. 109.
    Zhang, Q., Suntsova, L., Chistyachenko, Yu.S., Evseenko, V., Khvostov, M.V., Polyakov, N.E., Dushkin, A.V., and Su, W., Int. J. Biol. Macromol., 2019, vol. 128, pp. 158–166.PubMedCrossRefGoogle Scholar
  110. 110.
    Lyakhov, N.Z., Dushkin, A.V., and Tolstikova, T.G., Izv. Akad. Nauk, Ser. Khim., 2013, no. 1, pp. 233–239.Google Scholar
  111. 111.
    Dushkin, A.V., Tolstikov, G.A., Tolstikova, T.G., and Meteleva, E.S., RF Patent no. 2337710, 2006.Google Scholar
  112. 112.
    Tolstikova, T.G., Khvostov, M.V., Lifshits, G.I., Dushkin, A.V., and Meteleva, E.S., Lett. Drug Des. Discovery, 2011, vol. 8, pp. 201–204.CrossRefGoogle Scholar
  113. 113.
    Khvostov, M.V., Tolstikova, T.G., Chernonosov, A.A., Fedorova, O.S., and Lifshits, G.I., Asian J.Pharm. Clin. Res., 2012, vol. 5, pp. 251–252.Google Scholar
  114. 114.
    Khvostov, M.V., Chernonosov, A.A., Tolstikova, T.G., Kasakin, M.F., Fedorova, O.S., and Dushkin, A.V., BioMed Res. Int., 2013, vol. 2013, article ID 156381.Google Scholar
  115. 115.
    Artursson, P., Palm, R., and Luthman, K., Adv. Drug Deliv. Rev., 2001, vol. 46, pp. 27–43.PubMedCrossRefGoogle Scholar
  116. 116.
    Pade, V. and Stavchansky, S., J. Pharm. Sci., 1998, vol. 87, pp. 1604–1607.PubMedCrossRefGoogle Scholar
  117. 117.
    Date, A.A. and Nagarsenker, M.S., JPP, 2007, vol. 59, pp. 1583–1584.PubMedCrossRefPubMedCentralGoogle Scholar

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Authors and Affiliations

  • M. V. Khvostov
    • 1
    • 2
    Email author
  • T. G. Tolstikova
    • 1
    • 2
    • 3
  • S. A. Borisov
    • 1
  • A. V. Dushkin
    • 3
  1. 1.Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of SciencesNovosibirskRussia
  2. 2.Novosibirsk State UniversityNovosibirskRussia
  3. 3.Institute of Solid State Chemistry and Mechanochemistry, Siberian Branch, Russian Academy of SciencesNovosibirskRussia

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