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Role of hydrolytic degradation of polylactide drug carriers in developing micro- and nanoscale polylactide-based drug dosage forms

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Abstract

The present analytical survey explores different aspects of hydrolytic degradation of drug dosage forms (DF) based on polylactides, homopolymers of lactic acid (PLA) and copolymers of lactic and glycolic acids (PLGA). The study includes various scientific data from multiple sources describing the effect of the PLGA nanocarrier hydrolytic degradation rate on the profile of drug release from the DFs intended for intravenous and intramuscular administration, including micro- and nanoparticles, and implants. The following aspects are explored in the review: design of experiments aimed at studying the hydrolytic degradation kinetics of PLGA carriers; commonly employed analytical methods; interpretation of the mechanism of PLGA-based DF hydrolytic degradation; factors that influence the hydrolytic degradation rate of PLGA drug carriers as part of DFs; interrelation between the processes of polymer carrier hydrolytic degradation and drug substance release from the PLGA-based DFs.

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References

  1. B. Tyler, D. Gullotti, A. Mangraviti, T. Utsuki, H. Brem, Adv. Drug. Deliver. Rev., 2016, 107, 163.

    Article  CAS  Google Scholar 

  2. R. Langer, Acc. Chem. Res., 2000, 33, 94.

    Article  CAS  PubMed  Google Scholar 

  3. I. Armentano, M. Dottoria, E. Fortunati, S. Mattioli, J. Kenny, Polym. Degrad. Stab., 2010, 95, 2126.

    Article  CAS  Google Scholar 

  4. P. Gunatillake, R. Adhikari, Eur. Cel. Mater., 2003, 5, 1.

    Article  CAS  Google Scholar 

  5. X. Wu, N. Wang, J. Biomater. Sci. Polymer Ed., 2001, 12, 21.

    Article  CAS  Google Scholar 

  6. V. I. Gomzyak, V. A. Demina, E. V. Razuvaeva, N. G. Sedush, S. N. Chvalun, Tonkie khimicheskie tekhnologii [Fine Chemical Technologies], 2017, 12, 5 (in Russian).

    CAS  Google Scholar 

  7. Ch. Engineer, J. Parikh, A. Raval, Trends Biomater. Artif. Organs, 2011, 25, 79.

    Google Scholar 

  8. J. Anderson, M. Shive, Adv. Drug. Deliver. Rev., 2012, 64, 72.

    Article  Google Scholar 

  9. M. Husmann, S. Schenderlein, M. Luck, H. Lindner, P. Kleinebudd, Int. J. Pharmaceutics, 2002, 242, 277.

    Article  CAS  Google Scholar 

  10. K. Parka, S. Skidmore, J. Hadar, J. Garner, H. Park, A. Otte, B. Soh, G. Yoon, D. Yu, Y. Yun, B. Lee, X. Jiang, Y. Wang, J. Control. Release, 2019, 304, 125.

    Article  CAS  Google Scholar 

  11. Ch. Wischke, S. Schwendeman, Int. J. Pharmaceutics, 2008, 364, 298.

    Article  CAS  Google Scholar 

  12. M. Zweers, G. Engbers, D. Grijpma, J. Feijen, J. Control. Release, 2004, 100, 347.

    Article  CAS  PubMed  Google Scholar 

  13. K. Avgoustakis, A. Beletsi, Z. Panagi, P. Klepetsanis, A. Karydas, D. Ithakissios, J. Control. Release, 2002, 79, 123.

    Article  CAS  PubMed  Google Scholar 

  14. A. Hussein, N. Abdullah, F. Ahmadun, IET Nanobiotechnology, 2013, 7, 33.

    Article  CAS  PubMed  Google Scholar 

  15. Y. Xu, C. Kim, D. Saylor, D. Koo, J. Biomed. Mater. Res., Part B: Appl. Biomaterials, 2017, 105, 1692.

    Article  CAS  Google Scholar 

  16. J. Shen, D. Burgess, Long Acting Injections and Implants, 2012, 73.

  17. S. Feng, Expert. Rev. Medical Devices, 2004, 115.

  18. S. E. Gelperina, V. I. Shvets, Biotechnology in Russia (Engl. Transl.), 2009, 3, 1.

    Google Scholar 

  19. S. A. Kedik, E. S. Zhavoronok, I. P. Sedishev, A. V. Panov, V. V. Suslov, E. A. Petrova, M. D. Sapelnikov, D. O. Shatalov, D. V. Eremin, Razrabotka i registratsiya lekartsvenikh sredstv [Development and Registration of Medicines], 2013, 3, 22 (in Russian).

    Google Scholar 

  20. H. Makadia, S. Siegel, Polymers, 2011, 3, 1377.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  21. M. R. Faustova, E. D. Nikolskaya, O. A. Zhunina, M. D. Mollaev, N. G. Yabbarov, A. V. Lobanov, M. Ya. Melnikov, E. S. Severin, Russ. Chem. Bull., 2018, 67, 359.

    Article  CAS  Google Scholar 

  22. E. D. Nikolskaya, M. R. Faustova, M. D. Mollaev, O. A. Zhunina, M. B. Sokol, N. G. Yabbarov, N. V. Gukasova, A. V. Lobanov, V. I. Shvets, E. S. Severin, Russ. Chem. Bull., 2018, 67, 747.

    Article  CAS  Google Scholar 

  23. I. Rozanova, in Biosovmestimost [Biocompatibility], Ed. V. I. Sevastyanov, Moscow, 1999, 368 pp. (in Russian).

  24. F. Burkersroda, L. Schedl, A. Göferich, Biomaterials, 2002, 23, 4221.

    Article  Google Scholar 

  25. A. L. Iordanskii, G. E. Zaikov, A. A. Berlin, Vestn. Kazanskogo tekhnolog. un-ta [Bull. Kazan Technolog. University], 2015, 18, 81 (in Russian).

    CAS  Google Scholar 

  26. F. Alexis, Polym. Int., 2005, 54, 36.

    Article  CAS  Google Scholar 

  27. S. Li, J. Biomed. Mater. Res., Part B: Appl. Biomaterials, 1999, 48, 342.

    Article  CAS  Google Scholar 

  28. A. Versypt, D. Pack, R. Braatz, J. Control. Release, 2013, 165, 29.

    Article  CAS  Google Scholar 

  29. A. Grayson, G. Voskerician, A. Lynn, J. Anderson, M. Cima, R. Langer, J. Biomater. Sci. Polymer Ed., 2004, 15, 1281.

    Article  CAS  Google Scholar 

  30. P. Giunchedia, B. Contia, S. Scaliab, U. Contea, J. Control. Release, 1998, 56, 53.

    Article  Google Scholar 

  31. Ch. Engineer, J. Parikh, A. Raval, Chem. Eng. Res. Design, 2011, 89, 328.

    Article  CAS  Google Scholar 

  32. M. Tracy, K. Ward, L. Firouzabadian, Y. Wang, N. Dong, R. Qian, Y. Zhang, Biomaterials, 1999, 20, 1057.

    Article  CAS  PubMed  Google Scholar 

  33. J. Middleton, A. Tipton, Biomaterials, 2000, 21, 2335.

    Article  CAS  PubMed  Google Scholar 

  34. T. Park, J. Control. Release, 1994, 30, 161.

    Article  CAS  Google Scholar 

  35. S. Hyon, K. Jamshidi, Y. Ikada, Polymer Int., 1998, 46, 196.

    Article  CAS  Google Scholar 

  36. X. Zhang, U. Wyss, D. Pichora, M. Goosen, J. Bioactive Compatible Polymers, 1994, 9, 80.

    Article  CAS  Google Scholar 

  37. S. Proikakis, N. Mamouzelos, P. Tarantili, A. Andreopoulos, Polymer Degradation and Stability, 2006, 91, 614.

    Article  CAS  Google Scholar 

  38. K. Makino, H. Ohshima, T. Kondo, J. Microencapsulation, 1986, 3, 203.

    Article  CAS  PubMed  Google Scholar 

  39. M. Kemme, I. Prokesch, R. Heinzel-Wieland, Polymer Testing, 2011, 30, 743.

    Article  CAS  Google Scholar 

  40. I. G. Kuznetsova, S. E. Severin, Razrabotka i registratsiya lekartsvenikh sredstv [Development and Registration of Medicines], 2013, 4, 30 (in Russian).

    Google Scholar 

  41. I. Grizzi, H. Garreau, S. Li, M. Vert, Biomaterials, 1995, 16, 305.

    Article  CAS  PubMed  Google Scholar 

  42. D. Klose, F. Siepmann, K. Elkharraz, J. Siepmann, Int. J. Pharmaceutics, 2008, 354, 95.

    Article  CAS  Google Scholar 

  43. J. Panyam, M. Dali, S. Sahoo, W. Ma, S. Chakravarthi, G. Amidon, R. Levy, V. Labhasetwar, J. Control. Release, 2003, 92, 183.

    Article  CAS  Google Scholar 

  44. M. Dunne, O. I. Corrigan, Z. Ramtoola, Biomaterials, 2000, 21, 1659.

    Article  CAS  PubMed  Google Scholar 

  45. W. Chen, A. Palazzo, W. Hennink, R. Kok, Molecular Pharmaceutics, 2017, 14, 459.

    Article  CAS  PubMed  Google Scholar 

  46. K. Fu, D. Pack, A. Klibanov, R. Langer, Pharm. Res., 2000, 17, 100.

    Article  CAS  PubMed  Google Scholar 

  47. Y. Liu, A. Ghassemi, W. Hennink, S. Schwendeman, Biomaterials, 2012, 33, 7584.

    Article  CAS  PubMed  Google Scholar 

  48. F. Selmin, P. Blasi, P. DeLuca, AAPS Pharm. Sci. Tech., 2012, 13, 1465.

    Article  CAS  Google Scholar 

  49. D. Birnbaum, L. Brannon-Peppas, J. Biomater. Sci. Polymer Ed., 2003, 14, 87.

    Article  CAS  Google Scholar 

  50. D. Hines, D. Kaplan, Crit. Rev. Ther. Drug. Carrier. Syst., 2013, 30, 257.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  51. S. Fredenberg, M. Wahlgren, M. Reslow, A. Axelsson, Int. J. Pharmaceutics, 2011, 34.

  52. U. Edlund, A. Albertsson, Adv. Polym. Sci., 2002, 157, 67.

    Article  CAS  Google Scholar 

  53. N. Berchane, K. Carson, A. Rice-Ficht, M. Andrews, Int. J. Pharmaceutics, 2007, 337, 118.

    Article  CAS  Google Scholar 

  54. C. Raman, C. Berkland, K. Kim, D. Pack, J. Control. Release, 2005, 103, 149.

    Article  CAS  PubMed  Google Scholar 

  55. W. Guo, P. Quan, L. Fang, D. Cun, M. Yang, Asian J. Pharm. Sci., 2015, 10, No 5, 405.

    Article  Google Scholar 

  56. C. Busatto, J. Pesoa, I. Helbling, J. Luna, D. Estenoz, Int. J. Pharmaceutics, 2018, 536, 360.

    Article  CAS  Google Scholar 

  57. H. Gasmi, F. Siepmann, M. Hamoudi, F. Danede, J. Verin, J. Willart, J. Siepmann, Int. J. Pharmaceutics, 2016, 514, 189.

    Article  CAS  Google Scholar 

  58. G. Jain, Sh. Pathan, S. Akhter, N. Ahmad, N. Jain, S. Talegaonkar, R. Khar, F. Ahmad, Polymer Degradation and Stability, 2010, 95, 2360.

    Article  CAS  Google Scholar 

  59. G. Mittal, D. Sahana, V. Bhardwaj, M. Ravi Kumar, J. Control. Release, 2007, 119, 77.

    Article  CAS  PubMed  Google Scholar 

  60. Ch. Engineer, J. Parikh, A. Raval, Trends Biomater. Artif. Organs, 2010, 24, 131.

    Google Scholar 

  61. T. Farahani, A. Entezami, H. Mobedi, M. Abtahi, Iranian Polymer J., 2005, 14, 753.

    CAS  Google Scholar 

  62. M. Reeve Kumar, S. McCarthy, M. Downey, R. Gross, Macromolecules, 1994, 27, 825.

    Article  Google Scholar 

  63. V. Arias, A. Höglund, K. Odelius, A. Albertsson, Bio macromolecules, 2014, 15, 391.

    Article  CAS  Google Scholar 

  64. M. Gonzalez, R. Ruseckaite, T. Cuadrado, J. Appl. Polymer Sci., 1999, 71.

  65. S. D’Souza, R. Dorati, P. DeLuca, Adv. Biomaterials, 2014, 1155.

  66. A. Mohammad, J. Reineke, Molecular Pharmaceutics, 2013, 10, 2183.

    Article  CAS  PubMed  Google Scholar 

  67. H. Tan, E. Widjaja, F. Boey, S. Loo, J. Biomedical Materials Res., 2009, 91, 433.

    Article  CAS  Google Scholar 

  68. D. Lemoine, C. Francois, F. Kedzierewicz, V. Preat, M. Hoffman, P. Maincent, Biomaterials, 1996, 17, 2191.

    Article  CAS  PubMed  Google Scholar 

  69. Ch. Huang, T. Steele, E. Widjaja, F. Boey, S. Venkatraman, J. Loo, NPG Asia Materials, 2013, 5, 1.

    Google Scholar 

  70. F. Ma, J. Li, M. Kong, Y. Liu, Y. An, X. Chen, Int. J. Biological Macromolecules, 2012, 54, 174.

    Article  CAS  Google Scholar 

  71. M. Peracchia, R. Gref, Y. Minamitake, A. Dom, N. Lotan, R. Langer, J. Control. Release, 1997, 46, 223.

    Article  CAS  Google Scholar 

  72. S. Jong, E. Arias, D. Rijkers, C. Nostrum, J. Bosch, W. E. Hennink, Polymer, 2001, 42, 2795.

    Article  Google Scholar 

  73. M. Hugh, S. Dumont, J. Paradis, A. Nguyen, S. Levesque, A. Carrier, J. Liq, Chromatogr. Relat. Technol., 2006, 29, 1905.

    Article  CAS  Google Scholar 

  74. Yu. Malinovskaya, P. Melnikov, V. Baklaushev, A. Gabashvili, N. Osipova, S. Mantrov, Yu. Ermolenko, O. Maksimenko, M. Gorshkova, V. Balabanyan, J. Kreuter, S. Gelperina, Int. J. Pharmaceutics, 2017, 524, 77.

    Article  CAS  Google Scholar 

  75. V. Vichaibun, M. Chulavatnatol, Science Asia, 2003, 29, 297.

    Article  CAS  Google Scholar 

  76. M. Hakkarainen, A. Albertsson, S. Karlsson, Polymer Degradation and Stability, 1996, 52, 283.

    Article  CAS  Google Scholar 

  77. X. Xiong, K. Tam, L. Gan, J. Control. Release, 2005, 103, 73.

    Article  CAS  PubMed  Google Scholar 

  78. I. V. Maiborodin, I. V. Kuznetsova, E. A. Beregovoi, A. I. Shevela, V. I. Maiborodina, A. A. Manaev, M. I. Barannik, Novostikhirurgii [Surgery News], 2014, 22, 26 (in Russian).

    Google Scholar 

  79. H. Pan, H. Jiang, W. Chen, Biomaterials, 2008, 29, 1583.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  80. A. Subramanian, U. Krishnan, S. Sethuraman, Bio. Med. Res. Int., 2013, Article ID 390518.

  81. J. Hoekstra, J. Ma, A. Plachokova, E. Bronkhorst, M. Bohner, J. Pan, G. Meier, J. Jansen, J. van den Beucken, Acta Biomaterialia, 2013, 9, 7318.

    Article  CAS  Google Scholar 

  82. L. Beck, D. Cowsar, D. Lewis, J. Anderson, M. Cima, R. Langer, Biomater. Sci. Polymer Edn, 2004, 15, 1281.

    Article  Google Scholar 

  83. G. Visscher, R. Robison, H. Maulding, J. Fong, J. Pearson, G. Argentieri, J. Biomed. Mater. Res., 1985, 19, 349.

    Article  CAS  PubMed  Google Scholar 

  84. G. Visscher, J. Pearson, J. Fong, G. Argentieri, R. Robison, H. Maulding, J. Biomed. Mater. Res., 1988, 22, 733.

    Article  CAS  PubMed  Google Scholar 

  85. G. Visscher, R. Robison, H. Maulding, J. Fong, J. Pearson, G. Argentieri, J. Biomed. Mater. Res., 1986, 20, 667.

    Article  CAS  PubMed  Google Scholar 

  86. G. Visscher, R. Robison, G. Argentieri, J. Biomater. Appl., 1987, 2, 118.

    Article  CAS  PubMed  Google Scholar 

  87. Y. Ogawa, H. Okada, M. Yamamoto, T. Shimamoto, Chem. Pharm. Bull., 1988, 36, 2576.

    Article  CAS  PubMed  Google Scholar 

  88. S. Kamei, Y. Inoue, H. Okada, M. Yamada, Y. Ogawa, H. Toguchi, Biomaterials, 1992, 13, 953.

    Article  CAS  PubMed  Google Scholar 

  89. P. Satturwar, S. Fulzele, A. Dorle, AAPS Pharm. Sci. Tech., 2003, 4.

  90. S. Fulzele, P. Satturwar, A. Dorle, Eur. J. Pharmaceutical Sci., 2003, 20, 53.

    Article  CAS  Google Scholar 

  91. L. Solorio, A. Olear, J. Hamilton, R. Patel, A. Beiswenger, J. Wallace, H. Zhou, A. Exner, Theranostics, 2012, 2, 1064.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  92. H. Tsuji, S. Miyauchi, Biomacromol., 2001, 2, 597.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya pl., 125047, Moscow, Russian Federation

    Yu. V. Ermolenko, A. S. Semyonkin, Yu. V. Ulianova, T. S. Kovshova, O. O. Maksimenko & S. E. Gelperina

  2. Drugs Technology LLC, 2a Rabochaya ul., Build. 31, Khimki, 141400, Moscow Region, Russian Federation

    Yu. V. Ermolenko, A. S. Semyonkin, O. O. Maksimenko & S. E. Gelperina

  3. I. M. Sechenov First Moscow State Medical University, 8 ul. Trubetskaya, build. 2, 119991, Moscow, Russian Federation

    A. S. Semyonkin

  4. M. V. Lomonosov Moscow State University, 1 Leninskie Gory, 119991, Moscow, Russian Federation

    T. S. Kovshova

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  1. Yu. V. Ermolenko
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  2. A. S. Semyonkin
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  3. Yu. V. Ulianova
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  4. T. S. Kovshova
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  5. O. O. Maksimenko
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  6. S. E. Gelperina
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Correspondence to Yu. V. Ermolenko.

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Based on the materials of the XXI Mendeleev Congress on General and Applied Chemistry (September 9–13, 2019, St. Petersburg, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1416–1427, August, 2020.

This work was financially supported by the Russian Foundation for Basic Research (Project No. 19-015-00155).

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Ermolenko, Y.V., Semyonkin, A.S., Ulianova, Y.V. et al. Role of hydrolytic degradation of polylactide drug carriers in developing micro- and nanoscale polylactide-based drug dosage forms. Russ Chem Bull 69, 1416–1427 (2020). https://doi.org/10.1007/s11172-020-2918-0

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