Advertisement

Colloid and Polymer Science

, Volume 294, Issue 2, pp 399–407 | Cite as

Self-assembly of Novel Poly(d,l-Lactide-co-Glycolide)-b-Poly(N-Vinylpyrrolidone) (PLGA-b-PNVP) Amphiphilic Diblock Copolymers

  • K. Ramesh
  • Shikha Singh
  • Kheyanath Mitra
  • Dipankar Chattopadhyay
  • Nira Misra
  • Biswajit RayEmail author
Original Contribution

Abstract

Alkyne-terminated poly(d,l-lactide-co-glycolide) (PLGA) has been synthesized via ROP at room temperature. Amphiphilic PLGA-b-poly(N-vinylpyrrolidone) (PNVP) block copolymers have been synthesized via alkyne-azide click reaction of it with azide-terminated PNVPs prepared by RAFT polymerization of NVP using an azide-terminated RAFT agent. 1H NMR and gel permeation chromatography (GPC) confirmed the formation of block copolymers. Self-assembly of these block copolymers was confirmed by fluorescence study using pyrene as a probe and supported by 1H NMR, DLS and TEM studies. Hydrophobic drug doxorubicin was successfully encapsulated at the micellar core of PLGA46-b-PNVP89 with drug-loading content (DLC) and drug-loading efficiency (DLE) of 10.8 and 43.2 %, respectively. Sustained drug release of these drug-loaded micelles was observed at both pH of 6.4 and 7.4. Faster drug release was observed at pH 6.4. Such PLGA-b-PNVP amphiphilic block copolymer may find extensive application in sustained drug delivery, specifically in antitumor drug delivery.

Keywords

PLGA-b-PNVP RAFT Alkyne-azide click reaction 

Notes

Acknowledgments

Present work is supported by Department of Science Technology, New Delhi, India, under Nanomission project as well as by Department of Biotechnology (DBT), New Delhi, India, through the sanction no.BT/PR889/NNT/28/570/2011. K. Ramesh gratefully acknowledges Indian Institute of Technology (BHU), Varanasi, India, for Teaching Assistantship.

References

  1. 1.
    Astente CE, Sabliov CM (2006) J Biomater Sci Polym Ed 17:247–289CrossRefGoogle Scholar
  2. 2.
    Albertsson C, Varma IK (2003) Biomacromolecules 4:1466–1486CrossRefGoogle Scholar
  3. 3.
    Mohamed F, Van der Walle CF (2008) J Pharm Science 97:71–87CrossRefGoogle Scholar
  4. 4.
    Middleton JC, Tipton AJ (2000) Biomaterials 21:2335–2346CrossRefGoogle Scholar
  5. 5.
    Surolia R, Pachauri M, Ghosh PC (2012) J Biomed Nanotechnol 8:1–10CrossRefGoogle Scholar
  6. 6.
    Dinarvand R, Sepehri N, Manoochehri S, Rouhani H, Atyabi F (2011) Int J Nanomedicine 6:877–895CrossRefGoogle Scholar
  7. 7.
    Kumari A, Yadav SK, Yadav SC (2010) Colloids Surf B: Biointerfaces 75:1–18CrossRefGoogle Scholar
  8. 8.
    Soppimath KS, Aminabhavi TM, Kulkarni AR, Rudzinski WE (2001) J Control Release 70:1–20CrossRefGoogle Scholar
  9. 9.
    Storm G, Belliot S, Daemenb T, Lasic DD (1995) Adv Drug Deliv Rev 17:31–48CrossRefGoogle Scholar
  10. 10.
    Hans ML, Lowman AM (2002) Curr Opinion Solid State Mater Sci 6:319–327CrossRefGoogle Scholar
  11. 11.
    Ma Z, Haddadi A, Molavi O, Lavasanifar A, Lai R, Samuel J (2008) J Biomed Mater Res Part A 86:300–310CrossRefGoogle Scholar
  12. 12.
    Prabaharan M, Grailer JJ, Pilla S, Steeber DA, Gong S (2009) Biomaterials 30:3009–3019CrossRefGoogle Scholar
  13. 13.
    Tao Y, Liu R, Chen M, Yang C, Liu X (2012) J Mater Chem 22:373CrossRefGoogle Scholar
  14. 14.
    Kim Y, Dalhaimer P, Christian DA, Discher DE (2005) Nanotechnology 16:484–491CrossRefGoogle Scholar
  15. 15.
    Kaditi E, Mountrichas G, Pispas S, Demetzos C (2012) Curr Med Chem 19:5088–5100CrossRefGoogle Scholar
  16. 16.
    Simone EA, Dziubla TD, Colon-Gonzalez F, Discher DE, Muzykantov VR (2007) Biomacromolecules 8:3914–3921CrossRefGoogle Scholar
  17. 17.
    Du Y, Chen W, Zheng M, Meng F, Zhong Z (2012) Biomaterials 33:7291–7299CrossRefGoogle Scholar
  18. 18.
    Du JZ, Du XJ, Mao CQ, Wang J (2011) J Am Chem Soc 133:17560–17563CrossRefGoogle Scholar
  19. 19.
    Discher BM, Won YY, Ege DS, Lee JCM, Bates FS, Discher DE, Hammer DA (1999) Science 284:1143–114CrossRefGoogle Scholar
  20. 20.
    Lee JS, Ankone M, Pieters E, Schiffelers RM, Hennink WE, Feijen J (2011) J Control Release 155:282–288CrossRefGoogle Scholar
  21. 21.
    Tanner P, Baumann P, Enea R, Onaca O, Palivan C, Meier W (2011) Acc Chem Res 44:1039–1049CrossRefGoogle Scholar
  22. 22.
    Yassin MA, Appelhans D, Wiedemuth R, Formanek P, Boye S, Ledere A, Temme A, Voit B (2015) Small 11:1580–1591CrossRefGoogle Scholar
  23. 23.
    Laschewsky A (2003) Curr. Opin. Colloid Interface Sci 8:274–281CrossRefGoogle Scholar
  24. 24.
    Nam YS, Kang HS, Park JY, Park TG, Han SH, Chang IS (2003) Biomaterials 24:2053–2059CrossRefGoogle Scholar
  25. 25.
    Qian H, Wohl AR, Crow JT, Macosko CW, Hoye TR (2011) Macromolecules 44:7132–7140CrossRefGoogle Scholar
  26. 26.
    Lin Y, Zheng Z, Ding J (2011) Biomacromolecules 12:1290–1297CrossRefGoogle Scholar
  27. 27.
    Freichels H, Pourcelle V, Rachel AV, Jacqueline MB, Christine J (2012) Biomacromolecules 13:760–768CrossRefGoogle Scholar
  28. 28.
    Wei K, Peng X, Zou F (2014) Int J Pharm 464:225–233CrossRefGoogle Scholar
  29. 29.
    Zhang K, Tang X, Zhang J, Lu W, Lin X, Zhang Y, Tian B, Yang H, He H (2014) J Control Release 183:77–86CrossRefGoogle Scholar
  30. 30.
    Chen L, Ci T, Li T, Yu L, Ding J (2014) Macromolecules 47:5895–5903CrossRefGoogle Scholar
  31. 31.
    Bian CR, Suzuki S, Asakura K, Ping L, Toshima N (2002) J Phys Chem B106:8587–8598CrossRefGoogle Scholar
  32. 32.
    Einaga H, Harada M (2005) Langmuir 21:2578–2584CrossRefGoogle Scholar
  33. 33.
    Debuigne A, Willet N, Jerome R, Detrembleur C (2007) Macromolecules 40:7111–7118CrossRefGoogle Scholar
  34. 34.
    Nese A, Li Y, Averick S, Kwak Y, Konkolewicz D, Sheiko SS, Matyjaszewski K (2012) ACS Macro 1:227–231CrossRefGoogle Scholar
  35. 35.
    Hira SK, Mishra AK, Ray B, Manna PP (2013) Plos one 9:e94309CrossRefGoogle Scholar
  36. 36.
    Vishwakarma NK, Patel VK, Hira SK, Ramesh K, Srivastava P, Mitra K, Singh S, Chattopadhyay D, Maiti P, Misra N, Manna PP, Ray B (2015) RSC Advances 5:15547–15558CrossRefGoogle Scholar
  37. 37.
    Hira SK, Ramesh K, Gupta UK, Mitra K, Misra N, Ray B, Manna PP (2015) ACS Applied Materials & Interfaces 7:20021–20033 Google Scholar
  38. 38.
    Mishra AK, Patel VK, Vishwakarma NK, Biswas C, Raula M, Misra A, Mandal TK, Ray B (2011) Macromolecules 44:2465–2473CrossRefGoogle Scholar
  39. 39.
    Ramesh K, Mishra AK, Patel VK, Vishwakarma NK, Biswas C, Paira TK, Mandal TK, Maiti P, Misra N, Ray B (2012) Polymer 53:5743–5753CrossRefGoogle Scholar
  40. 40.
    Patel VK (2013) Ph.D. thesis, Banaras Hindu University.Google Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 2015

Authors and Affiliations

  • K. Ramesh
    • 1
    • 2
  • Shikha Singh
    • 1
  • Kheyanath Mitra
    • 1
  • Dipankar Chattopadhyay
    • 3
  • Nira Misra
    • 2
  • Biswajit Ray
    • 1
    Email author
  1. 1.Department of Chemistry, Faculty of ScienceBanaras Hindu UniversityVaranasiIndia
  2. 2.School of Biomedical EngineeringIndian Institute of Technology (Banaras Hindu University)VaranasiIndia
  3. 3.Department of Polymer Science and TechnologyUniversity of CalcuttaKolkataIndia

Personalised recommendations