Nanomedicine: Nanotechnology, Biology and Medicine
Volume 5, Issue 2 , Pages 192-201 , June 2009

Degradable Poly(β-amino ester) nanoparticles for cancer cytoplasmic drug delivery

  • Youqing Shen, PhD

      Affiliations

    • Center for Bionanoengineering and Nanomedicine and Department of Chemical and Biochemical Engineering, College of Materials Science and Chemical Engineering, Zhejiang University, Hangzhou, China
    • Soft Materials Laboratory, Department of Chemical and Petroleum Engineering, University of Wyoming, Laramie, Wyoming, USA
    • Corresponding Author InformationCorresponding author. Soft Materials Laboratory, Department of Chemical and Petroleum Engineering, University of Wyoming, P.O. Box 3295, Laramie, Wyoming 82071-3295, USA.
    • ,
  • Huadong Tang, PhD

      Affiliations

    • Soft Materials Laboratory, Department of Chemical and Petroleum Engineering, University of Wyoming, Laramie, Wyoming, USA
    • ,
  • Yihong Zhan, BS

      Affiliations

    • Soft Materials Laboratory, Department of Chemical and Petroleum Engineering, University of Wyoming, Laramie, Wyoming, USA
    • ,
  • Edward A. Van Kirk, MS

      Affiliations

    • Department of Animal Science, University of Wyoming, Laramie, Wyoming, USA
    • ,
  • William J. Murdoch, PhD

      Affiliations

    • Department of Animal Science, University of Wyoming, Laramie, Wyoming, USA

Received 7 December 2007 ,Accepted 20 September 2008.

References 

  1. Kwon GS. Polymeric micelles for delivery of poorly water-soluble compounds. Crit Rev Ther Drug Carrier Sys. 2003;20:357–403
  2. Brigger I, Dubernet C, Couvreur P. Nanoparticles in cancer therapy and diagnosis. Adv Drug Deliv Rev. 2002;54:631–651
  3. Panyam J, Labhasetwar V. Biodegradable nanoparticles for drug and gene delivery to cells and tissue. Adv Drug Deliv Rev. 2003;55:329–347
  4. Kim Y, Dalhaimer P, Christian DA, Discher DE. Polymeric worm micelles as nano-carriers for drug delivery. Nanotechnology. 2005;16:484–491
  5. Sutton D, Nasongkla N, Blanco E, Gao J. Functionalized micellar systems for cancer targeted drug delivery. Pharm Res. 2007;24:1029–1046
  6. Maeda H. The enhanced permeability and retention (EPR) effect in tumor vasculature: the key role of tumor-selective macromolecular drug targeting. Adv Enzyme Regul. 2001;41:189–207
  7. Aouali N, Morjani H, Trussardi A, Soma E, Giroux B, Manfait M. Enhanced cytotoxicity and nuclear accumulation of doxorubicin-loaded nanospheres in human breast cancer MCF7 cells expressing MRP1. Int J Oncol. 2003;23:1195–1201
  8. Lee ES, Na K, Bae YH. Doxorubicin loaded pH-sensitive polymeric micelles for reversal of resistant MCF-7 tumor. J Control Release. 2005;103:405–418
  9. Vauthier C, Dubernet C, Chauvierre C, Brigger I, Couvreur P. Drug delivery to resistant tumors: the potential of poly(alkyl cyanoacrylate) nanoparticles. J Control Release. 2003;93:151–160
  10. Chavanpatil MD, Khdair A, Gerard B, Bachmeier C, Miller DW, Shekhar MPV, et al. Surfactant-polymer nanoparticles overcome P-glycoprotein-mediated drug efflux. Mol Pharmacol. 2007;4:730–738
  11. Wong HL, Bendayan R, Rauth AM, Li Y, Wu XY. Chemotherapy with anticancer drugs encapsulated in solid lipid nanoparticles. Adv Drug Deliv Rev. 2007;59:491–504
  12. Wu J, Lu Y, Lee A, Pan X, Yang X, Zhao X, et al. Reversal of multidrug resistance by transferrin-conjugated liposomes co-encapsulating doxorubicin and verapamil. J Pharm Pharm Sci. 2007;10:350–357
  13. van Vlerken LE, Duan Z, Seiden MV, Amiji MM. Modulation of intracellular ceramide using polymeric nanoparticles to overcome multidrug resistance in cancer. Cancer Res. 2007;67:4843–4850
  14. Kabanov AV, Batrakova EV, Alakhov VY. Pluronic block copolymers for overcoming drug resistance in cancer. Adv Drug Deliv Rev. 2002;54:759–779
  15. Soppimath KS, Liu LH, Seow WY, Liu SQ, Powell R, Chan P, et al. Multifunctional core/shell nanoparticles self-assembled from pH-induced thermosensitive polymers for targeted intracellular anticancer drug delivery. Adv Funct Mater. 2007;17:355–362
  16. Shen Y, Tang H, Radosz M, Van Kirk E, Murdoch WJ. pH-responsive nanoparticles for cancer drug delivery. In:  Jain KK editors. Drug delivery systems. Totowa, New Jersey: Humana Press; 2008;p. 183–216
  17. Simoes S, Moreira JN, Fonseca C, Duzgunes N, Pedroso de Lima MC. On the formulation of pH-sensitive liposomes with long circulation times. Adv Drug Deliv Rev. 2004;56:947–965
  18. Maeda M, Kumano A, Tirrell DA. H+-induced release of contents of phosphatidylcholine vesicles bearing surface-bound polyelectrolyte chains. J Am Chem Soc. 1988;110:7455–7459
  19. Shukla R, Bansal V, Chaudhary M, Basu A, Bhonde RR, Sastry M. Biocompatibility of gold nanoparticles and their endocytotic fate inside the cellular compartment: a microscopic overview. Langmuir. 2005;21:10644–10654
  20. Gao H, Shi W, Freund LB. Mechanics of receptor-mediated endocytosis. Proc Natl Acad Sci U S A. 2005;102:9469–9474
  21. Garcia-Garcia E, Andrieux K, Gil S, Kim HR, Doan TL, Desmaele D, et al. A methodology to study intracellular distribution of nanoparticles in brain endothelial cells. Int J Pharm. 2005;298:310–314
  22. Kaul G, Amiji M. Long-circulating poly(ethylene glycol)-modified gelatin nanoparticles for intracellular delivery. Pharm Res. 2002;19:1061–1067
  23. Schmid S, Fuchs R, Kielian M, Helenius A, Mellman I. Acidification of endosome subpopulations in wild-type Chinese hamster ovary cells and temperature-sensitive acidification-defective mutants. J Cell Biol. 1989;108:1291–1300
  24. Barret A, Heath M. Lysosomes: a laboratory handbook. 2nd ed.. New York: North-Holland; 1977;
  25. Lee ES, Oh KT, Kim D, Youn YS, Bae YH. Tumor pH-responsive flower-like micelles of poly(l-lactic acid)-β-poly(ethylene glycol)-β-poly(l-histidine). J Control Release. 2007;123:19–26
  26. Sethuraman VA, Na K, Bae YH. pH-Responsive sulfonamide/PEI system for tumor specific gene delivery: an in vitro study. Biomacromolecules. 2006;7:64–70
  27. Gao ZG, Lee DH, Kim DI, Bae YH. Doxorubicin loaded pH-sensitive micelle targeting acidic extracellular pH of human ovarian A2780 tumor in mice. J Drug Target. 2005;13:391–397
  28. Na K, Lee ES, Bae YH. Adriamycin loaded pullulan acetate/sulfonamide conjugate nanoparticles responding to tumor pH: pH-dependent cell interaction, internalization and cytotoxicity in vitro. J Control Release. 2003;87:3–13
  29. Lee ES, Shin HJ, Na K, Bae YH. Poly(l-histidine)-PEG block copolymer micelles and pH-induced destabilization. J Control Release. 2003;90:363–374
  30. Lee ES, Na K, Bae YH. Polymeric micelle for tumor pH and folate-mediated targeting. J Control Release. 2003;91:103–113
  31. Kang SI, Bae YH. pH-Induced solubility transition of sulfonamide-based polymers. J Control Release. 2002;80:145–155
  32. Xu P, VanKirk EA, Murdoch WJ, Zhan Y, Isaak DD, Radosz M, et al. Anticancer efficacies of cisplatin-releasing pH-responsive nanoparticles. Biomacromolecules. 2006;7:829–835
  33. Peng W, Anderson DG, Bao Y, Padera RF, Langer R, Sawicki JA. Nanoparticulate delivery of suicide DNA to murine prostate and prostate tumors. Prostate. 2007;67:855–862
  34. Potineni A, Lynn DM, Langer R, Amiji MM. Poly(ethylene oxide)-modified poly(beta-amino ester) nanoparticles as a pH-sensitive biodegradable system for paclitaxel delivery. J Control Release. 2003;86:223–234
  35. Akinc A, Lynn DM, Anderson DG, Langer R. Parallel synthesis and biophysical characterization of a degradable polymer library for gene delivery. J Am Chem Soc. 2003;125:5316–5323
  36. Lynn DM, Langer R. Degradable poly(beta-amino esters): synthesis, characterization, and self-assembly with plasmid DNA. J Am Chem Soc. 2000;122:10761–10768
  37. Anderson DG, Akinc A, Hossain N, Langer R. Structure/property studies of polymeric gene delivery using a library of poly(beta-amino esters). Mol Ther. 2005;11:426–434
  38. Lynn DM, Amiji MM, Langer R. pH-responsive biodegradable polymer microspheres: rapid release of encapsulated material within the range of intracellular pH. Angew Chem Int Ed. 2001;40:1707–1710
  39. Devalapally H, Shenoy D, Little S, Langer R, Amiji M. Poly(ethylene oxide)-modified poly(beta-amino ester) nanoparticles as a pH-sensitive system for tumor-targeted delivery of hydrophobic drugs: part 3. Therapeutic efficacy and safety studies in ovarian cancer xenograft model. Cancer Chemother Pharmacol. 2007;59:477–484
  40. Shenoy D, Little S, Langer R, Amiji M. Poly(ethylene oxide)-modified poly(beta-amino ester) nanoparticles as a pH-sensitive system for tumor-targeted delivery of hydrophobic drugs. 1. In vitro evaluations. Mol Pharmacol. 2005;2:357–366
  41. Shenoy D, Little S, Langer R, Amiji M. Poly(ethylene oxide)-modified poly(beta-amino ester) nanoparticles as a pH-sensitive system for tumor-targeted delivery of hydrophobic drugs: Part 2. In vivo distribution and tumor localization studies. Pharm Res. 2005;22:2107–2114
  42. Ko J, Park K, Kim YS, Kim MS, Han JK, Kim K, et al. Tumoral acidic extracellular pH targeting of pH-responsive MPEG-poly([beta]-amino ester) block copolymer micelles for cancer therapy. J Control Release. 2007;123:109–115
  43. Engin K, Leeper DB, Cater JR, Thistlethwaite AJ, Tupchong L, McFarlane JD. Extracellular pH distribution in human tumours. Int J Hyperthermia. 1995;11:211–216
  44. Murthy N, Robichaud JR, Tirrell DA, Stayton PS, Hoffman AS. The design and synthesis of polymers for eukaryotic membrane disruption. J Control Release. 1999;61:137–143
  45. Xu P, Van Kirk EA, Li S, Murdoch WJ, Ren J, Hussain MD, et al. Highly stable core-surface-crosslinked nanoparticles as cisplatin carriers for cancer chemotherapy. Colloids Surf B Biointerfaces. 2006;48:50–57
  46. Xu P, Tang H, Li SY, Ren J, Van Kirk E, Murdoch WJ, et al. Enhanced stability of core-surface cross-linked micelles fabricated from amphiphilic brush copolymers. Biomacromolecules. 2004;5:1736–1744
  47. Xu P, Li SY, Li Q, Ren J, Van Kirk EA, Murdoch WJ, et al. Biodegradable cationic polyester as an efficient carrier for gene delivery to neonatal cardiomyocytes. Biotechnol Bioeng. 2006;95:893–903
  48. Lee HJ, Pardridge WM. Monoclonal antibody radiopharmaceuticals: cationization, pegylation, radiometal chelation, pharmacokinetics, and tumor imaging. Bioconjug Chem. 2003;14:546–553
  49. Ma SF, Nishikawa M, Katsumi H, Yamashita F, Hashida M. Cationic charge-dependent hepatic delivery of amidated serum albumin. J Control Release. 2005;102:583–594
  50. Konno T, Watanabe J, Ishihara K. Enhanced solubility of paclitaxel using water-soluble and biocompatible 2-methacryloyloxyethyl phosphorylcholine polymers. J Biomed Mater Res A. 2003;65A:209–214
  51. Kawai H, Minamiya Y, Kitamura M, Matsuzaki I, Hashimoto M, Suzuki H, et al. Direct measurement of doxorubicin concentration in the intact, living single cancer cell during hyperthermia. Cancer. 1997;79:214–219
  52. Brannon-Peppas L, Blanchette JO. Nanoparticle and targeted systems for cancer therapy. Adv Drug Deliv Rev. 2004;56:1649–1659
  53. Ouar Z, Lacave R, Bens M, Vandewalle A. Mechanisms of altered sequestration and efflux of chemotherapeutic drugs by multidrug-resistant cells. Cell Biol Toxicol. 1999;15:91–100
  54. Weisburg JH, Roepe PD, Dzekunov S, Scheinberg DA. Intracellular pH and multidrug resistance regulate complement-mediated cytotoxicity of nucleated human cells. J Biol Chem. 1999;274:10877–10888
  55. Burrow SM, Phoenix DA, Wainwright M, Tobin MJ. Intracellular localisation studies of doxorubicin and Victoria Blue BO in EMT6-S and EMT6-R cells using confocal microscopy. Cytotechnology. 2002;39:15–25
  56. Gillies ER, Frechet JMJ. pH-responsive copolymer assemblies for controlled release of doxorubicin. Bioconjug Chem. 2005;16:36–368

 Financial support of this work originated from the China National Science Fund for Distinguished Young Scholars and the American Cancer Society (RSG-06-118-01-CDD). No support came from any commercial associations.

PII: S1549-9634(08)00149-4

doi: 10.1016/j.nano.2008.09.003

Nanomedicine: Nanotechnology, Biology and Medicine
Volume 5, Issue 2 , Pages 192-201 , June 2009

Article Tools

* Image Usage & Resolution