Skip to main content
Log in

Preparation of poly(butylcyanoacrylate) drug carriers by nanoprecipitation using a pre-synthesized polymer and different colloidal stabilizers

  • Short Communication
  • Published:
Colloid and Polymer Science Aims and scope Submit manuscript

Abstract

Classically, drug-loaded poly(alkylcyanoacrylate) colloidal carriers are prepared by the drug entrapment during emulsion polymerization. However, a number of chemically sensitive drugs are unstable in the conditions of polymerization or can be irreversibly inactivated by the highly reactive monomer. Furthermore, the particle size distribution and the molecular weight of formed polymer depend strongly on the polymerization conditions. Here, we investigate the nanoprecipitation approach for the preparation of pure and drug-load poly(butylcyanoacrylate) nanoparticles. This method allows the successful entrapment of lipophilic and chemically labile drugs by avoiding the contact with highly reactive monomers. The anticancer agent chlorambucil is chosen as the model drug for the incorporation and release studies. Pure and drug-loaded nanoparticles are successfully prepared using various stabilizers (Polysorbate 80, Pluronic F68, Dextran 40). The nanoparticles coated with Polysorbate 80 are of highest interest since they could overcome the blood–brain barrier and the multidrug resistance in cancer cells. Such nanoparticles can be easily prepared by the nanoprecipitation approach reported here.

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

Access this article

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

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

References

  1. Vauthier C, Dubernet C, Fattal E, Pinto-Alphandary H, Couvreur P (2003) Adv Drug Deliv Rev 55:519–548

    Article  CAS  Google Scholar 

  2. Garcia-Garcia E, Andrieux K, Gil S, Couvreur P (2005) Int J Pharm 298:274–292

    Article  CAS  Google Scholar 

  3. Vauthier C, Labarre D, Ponchel G (2007) J Drug Target 15:641–663

    Article  CAS  Google Scholar 

  4. Oowaki H, Matsuda S, Sakai N, Ohta T, Iwata H, Sadato A, Taki W, Hashimoto N, Ikada Y (2000) Biomaterials 21:1039–1046

    Article  CAS  Google Scholar 

  5. Murthy R, Reddy L (2006) Poly(Alkyl Cyanoacrylate) nanoparticles for delivery of anti-cancer drugs. In: Amiji MM (ed) Nanotechnology for cancer therapy. CRC, Boca Raton, pp 251–288

    Google Scholar 

  6. Arias J, Ruiz A, Lopez-Viota M, Delgado A (2008) Colloid Surface B 62:64–70

    Article  CAS  Google Scholar 

  7. Petri B, Bootz A, Khalansky A, Hekmatara T, Müller R, Uhl R, Kreuter J, Gelperina S (2007) J Control Release 117:51–58

    Article  CAS  Google Scholar 

  8. Kreuter J, Alyautdin R, Kharkevich D, Ivanov A (1995) Brain Res 674:171–174

    Article  CAS  Google Scholar 

  9. Arias J, Gallardo V, Ruiz A, Delgado A (2008) Eur J Pharm Biopharm 69:54–63

    Article  CAS  Google Scholar 

  10. Gulyaev A, Ermekbaeva B, Kivman G, Radchenko T, Sherstov A, Shirinskii V (1998) Pharm Chem J 32:3

    CAS  Google Scholar 

  11. Pinto-Alphandary H, Andremont A, Couvreur P (2000) Int J Antimicrob Ag 13:155–168

    Article  CAS  Google Scholar 

  12. Fattal E, Youssef M, Couvreur P, Andremont A (1989) Antimicrob Agents Chemother 33:1540–1543

    CAS  Google Scholar 

  13. Kisich K, Gelperina S, Higgins M, Wilson S, Shipulo E, Oganesyan E, Heifets L (2007) Int J Pharm 345:154–162

    Article  CAS  Google Scholar 

  14. Fontana G, Licciardi M, Mansueto S, Schillaci D, Giammona G (2001) Biomaterials 22:2857–2865

    Article  CAS  Google Scholar 

  15. Cavallaro G, Fresta M, Giammona G, Puglisi G, Villari A (1994) Int J Pharm 111:31–41

    Article  CAS  Google Scholar 

  16. Zhang Q, Shen Z, Nagai T (2001) Int J Pharm 218:75–80

    Article  CAS  Google Scholar 

  17. Graf A, Jack K, Whittaker A, Hook S, Rades T (2008) Eur J Pharm Sci 33:434–444

    Article  CAS  Google Scholar 

  18. Lambert G, Fattal E, Pinto-Alphandary H, Gulik A, Couvreur P (2000) Pharm Res 17(6):707–714

    Article  CAS  Google Scholar 

  19. Briesen H, Ramge P, Kreuter J (2000) AIDS Rev 2:31–38

    Google Scholar 

  20. Kuo Y (2005) Int J Pharm 290:161–172

    Article  CAS  Google Scholar 

  21. Couvreur P, Kante B, Roland M, Guiot P, Bauduin P, Speiser P (1979) J Pharm Pharmacol 31:331–332

    CAS  Google Scholar 

  22. Douglas SJ, Illum L, Davis SS, Kreuter J (1984) J Colloid Interface Sci 101:149–158

    Article  CAS  Google Scholar 

  23. Douglas SJ, Illum L, Davis SS (1985) J Colloid Interface Sci 103:154–163

    Article  CAS  Google Scholar 

  24. Vansnick L, Couvreur P, Christiaensleyh D, Roland M (1985) Pharm Res 1:36–41

    Article  Google Scholar 

  25. El-Egakey MA, Bentele V, Kreuter J (1983) Int J Pharm 13:349–352

    Article  CAS  Google Scholar 

  26. Lescure F, Zimmer C, Roy D, Couvreur P (1992) J Colloid Interface Sci 154:77–86

    Article  CAS  Google Scholar 

  27. Douglas SJ, Davis SS, Holding SR (1985) Br Polym J 17:339–342

    Article  CAS  Google Scholar 

  28. Alonso MJ, Sanchez A, Torres D, Seijo B, Vila-Jato JL (1990) J Microencapsul 7:517–526

    Article  CAS  Google Scholar 

  29. Guise V, Drouin JY, Benoit J, Mahuteau J, Dumont P, Couvreur P (1990) Pharm Res 7:736–741

    Article  CAS  Google Scholar 

  30. Grangier JL, Puygrenier M, Gautier JC, Couvreur P (1991) J Control Release 15:3–13

    Article  CAS  Google Scholar 

  31. Page-Clisson ME, Pinto-Alphandary H, Ourevitch M, Andremont A, Couvreur P (1998) J Control Release 56:23–32

    Article  CAS  Google Scholar 

  32. Thioune O, Fessi H, Devissaguet JP, Puisieux F (1997) Int J Pharm 146:233–238

    Article  CAS  Google Scholar 

  33. Ganachaud F, Katz JL (2005) Chem Phys Chem 6:209–216

    CAS  Google Scholar 

  34. Stella B, Arpicco S, Peracchia MT, Desmaele D, Hoebeke J, Renoir M, D’Angelo J, Cattel L, Couvreur P (2000) J Pharm Sci 89:1452–1464

    Article  CAS  Google Scholar 

  35. Li YP, Pei YY, Zhou ZH, Zhang XY, Gu ZH, Ding J, Zhou JJ, Gao XJ, Zhu JH (2001) Biol Pharm Bull 24:662–665

    Article  CAS  Google Scholar 

  36. Calvo P, Gouritin B, Brigger I, Lasmezas C, Deslys J, Williams A, Andreux JP, Dormont D, Couvreur P (2001) J Neurosci Methods 111:151–155

    Article  CAS  Google Scholar 

  37. Fernandez-Urrusuno R, Fattal E, Porquet D, Feger J, Couvreur P (1995) Toxicol Appl Pharmacol 130:272–279

    Article  CAS  Google Scholar 

  38. Vezin WR, Florence A (1980) J Biomed Mater Res 14:93–106

    Article  CAS  Google Scholar 

  39. Lenaerts V, Couvreur P, Christiaens-Leyh D, Joiris E, Roland M, Rollman B, Speiser P (1984) Biomaterials 5:65–68

    Article  CAS  Google Scholar 

  40. Muller R, Lherm C, Herbort J, Couvreur P (1990) Biomaterials 11:590–595

    Article  CAS  Google Scholar 

  41. Treupel L, Poupon M, Couvreur P, Puisieux F (1991) CR Acad Sci III 313:171–174

    CAS  Google Scholar 

  42. Cuvier C, Roblot-Treupel L, Millot J, Lizard G, Chevillard S, Manfait M, Couvreur P, Poupon M (1992) Biochem Pharm 44:509–517

    Article  CAS  Google Scholar 

  43. Bennis S, Chapey C, Robert J, Couvreur P (1994) Eur J Cancer 30:89–93

    Article  Google Scholar 

  44. Kreuter J (2001) Adv Drug Deliv Rev 47:65–81

    Article  CAS  Google Scholar 

  45. Ramge P, Unger R, Oltrogge J, Zenker D, Begley D, Kreuter J, Briesen H (2000) Eur J Neurosci 12:1931–1940

    Article  CAS  Google Scholar 

  46. Gulyaev A, Gelperina S, Skidan I, Antropov A, Kivman G, Kreuter J (1999) Pharm Res 16:1564–1569

    Article  CAS  Google Scholar 

  47. Gelperina S, Khalansky A, Skidan I, Smirnova Z, Bobruskin A, Severin S, Turowski B, Zanella F, Kreuter J (2002) Toxicol Lett 126:131–141

    Article  CAS  Google Scholar 

  48. Hawley A, Davis S, Illum L (1995) Adv Drug Deliv Rev 17:129–148

    Article  CAS  Google Scholar 

  49. Moghimi S, Bonnemain B (1999) Adv Drug Deliv Rev 37:295–312

    Article  CAS  Google Scholar 

  50. Nishioka Y, Yoshino H (2001) Adv Drug Deliv Rev 47:55–64

    Article  CAS  Google Scholar 

  51. Oussoren C, Storm G (2001) Adv Drug Deliv Rev 50:143–156

    Article  CAS  Google Scholar 

  52. Hall A, Tilby M (1992) Blood Rev 6:163–173

    Article  CAS  Google Scholar 

  53. Ehrsson H, Eksborg S, Wallin I, Nilsson S (1980) J Pharm Sci 69:1091–1094

    Article  CAS  Google Scholar 

  54. Bosanquet A, Clarke H (1986) Cancer Chemoth Pharm 18:176–179

    Article  CAS  Google Scholar 

  55. Sharma P, Ganta S, Denny W, Garg S (2009) Int J Pharm 367:187–194

    Article  CAS  Google Scholar 

Download references

Acknowledgment

The authors are thankful to COST Action D43 of the European Community.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Ceco D. Dushkin.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yordanov, G.G., Dushkin, C.D. Preparation of poly(butylcyanoacrylate) drug carriers by nanoprecipitation using a pre-synthesized polymer and different colloidal stabilizers. Colloid Polym Sci 288, 1019–1026 (2010). https://doi.org/10.1007/s00396-010-2226-6

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00396-010-2226-6

Keywords

Navigation