PH-triggered charge-reversal polypeptide nanoparticles for cisplatin delivery: Preparation and in vitro evaluation

Biomacromolecules

Volumn 14, Issue 6, 2013, Pages 2023-2032

  Huang, Yue ^a,b   Tang, Zhaohui ^a   Zhang, Xuefei ^b   Yu, Haiyang ^a   Sun, Hai ^a   Pang, Xuan ^a   Chen, Xuesi ^a  

^a CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY   (China)

^b XIANGTAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CRITICAL AGGREGATION CONCENTRATION; DRUG DELIVERY SYSTEM; IN-VITRO EVALUATION; METHYL THIAZOLYL TETRAZOLIUM ASSAYS; N-CARBOXYANHYDRIDE; NEGATIVELY CHARGED; PHOSPHATE BUFFERS; TUMOR EXTRACELLULAR PH;

AMINO ACIDS; CELL PROLIFERATION; DRUG DELIVERY; LOADING; NANOPARTICLES; PLATINUM COMPOUNDS; POLYPEPTIDES; SURFACE CHARGE; TRANSMISSION ELECTRON MICROSCOPY;

AGGREGATES;

3 (4,5 DIMETHYL 2 THIAZOLYL) 2,5 DIPHENYLTETRAZOLIUM BROMIDE; 3 BENZYLOXYCARBONYL LYSINE N CARBOXYANHYDRIDE; AMINE; CARBOXYL GROUP; CISPLATIN; COPOLYMER; GAMMA BENZYLGLUTAMIC ACID N CARBOXYANHYDRIDE; GLUTAMIC ACID; GLUTAMIC ACID LYSINE COPOLYMER; LYSINE; NANOCARRIER; NANOPARTICLE; PHOSPHATE BUFFERED SALINE; POLYPEPTIDE; UNCLASSIFIED DRUG;

ARTICLE; BIOCOMPATIBILITY; CELL PROLIFERATION; CONTROLLED STUDY; CYTOTOXICITY; DEPROTECTION REACTION; DRUG DELIVERY SYSTEM; DRUG SYNTHESIS; DRUG UPTAKE; EVALUATION; HELA CELL; IN VITRO STUDY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PH; POLYMERIZATION; PRIORITY JOURNAL; PROTON TRANSPORT; RING OPENING; SURFACE CHARGE; TRANSMISSION ELECTRON MICROSCOPY;

ANTINEOPLASTIC AGENTS; CISPLATIN; HYDROGEN-ION CONCENTRATION; MAGNETIC RESONANCE SPECTROSCOPY; NANOPARTICLES; PEPTIDES;

EID: 84878879435     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm400358z     Document Type: Article

References (43)

1. Devadasu, V. R.; Bhardwaj, V.; Kumar, M. N. V. R. Can controversial nanotechnology promise drug delivery? Chem. Rev. 2013, 113 (3) 1686-735
2. Oh, J. K.; Drumright, R.; Siegwart, D. J.; Matyjaszewski, K. The development of microgels/nanogels for drug delivery applications Prog. Polym. Sci. 2008, 33 (4) 448-477
3. Peer, D.; Karp, J. M.; Hong, S.; FarokHzad, O. C.; Margalit, R.; Langer, R. Nanocarriers as an emerging platform for cancer therapy Nat. Nanotechnol. 2007, 2 (12) 751-760
4. Meng, F. H.; Zhong, Z. Y.; Feijen, J. Stimuli-responsive polymersomes for programmed drug delivery Biomacromolecules 2009, 10 (2) 197-209
5. Bajpai, A.; Shukla, S.; Saini, R. Stimuli Responsive Drug Delivery Systems: From Introduction to Application. Smithers Rapra Publishing: Akron, OH, 2010.
6. Fleige, E.; Quadir, M. A.; Haag, R. Stimuli-responsive polymeric nanocarriers for the controlled transport of active compounds: Concepts and applications Adv. Drug Delivery Rev. 2012, 64 (9) 866-884
7. Lee, E. S.; Gao, Z.; Bae, Y. H. Recent progress in tumor pH targeting nanotechnology J. Controlled Release 2008, 132 (3) 164-170
8. Song, W.; Tang, Z.; Li, M.; Lv, S.; Yu, H.; Ma, L.; Zhuang, X.; Huang, Y.; Chen, X. Tunable pH-sensitive poly(β-amino ester)s synthesized from primary amines and diacrylates for intracellular drug delivery Macromol. Biosci. 2012, 12 (10) 1375-1383
9. Petros, R. A.; Ropp, P. A.; DeSimone, J. M. Reductively labile PRINT particles for the delivery of doxorubicin to HeLa cells J. Am. Chem. Soc. 2008, 130 (15) 5008-5009
10. Li, Y.-L.; Zhu, L.; Liu, Z.; Cheng, R.; Meng, F.; Cui, J.-H.; Ji, S.-J.; Zhong, Z. Reversibly stabilized multifunctional dextran nanoparticles efficiently deliver doxorubicin into the nuclei of cancer cells Angew. Chem., Int. Ed. 2009, 48 (52) 9914-9918
11. Nishiyama, N.; Yokoyama, M.; Aoyagi, T.; Okano, T.; Sakurai, Y.; Kataoka, K. Preparation and characterization of self-assembled polymer-metal complex micelle from cis -dichlorodiammineplatinum(II) and poly(ethylene glycol)-poly(α,β-aspartic acid) block copolymer in an aqueous medium Langmuir 1999, 15 (2) 377-383
12. Xiong, Y.; Jiang, W.; Shen, Y.; Li, H.; Sun, C.; Ouahab, A.; Tu, J. A poly(γ,l-glutamic acid)-citric acid based nanoconjugate for cisplatin delivery Biomaterials 2012, 33 (29) 7182-7193
13. Yokoyama, M.; Okano, T.; Sakurai, Y.; Suwa, S.; Kataoka, K. Introduction of cisplatin into polymeric micelle J. Controlled Release 1996, 39 (2-3) 351-356
14. Khandare, J. J.; Jayant, S.; Singh, A.; Chandna, P.; Wang, Y.; Vorsa, N.; Minko, T. Dendrimer versus linear conjugate: influence of polymeric architecture on the delivery and anticancer effect of paclitaxel Bioconjugate Chem. 2006, 17 (6) 1464-1472
15. Calderón, M.; Quadir, M. A.; Strumia, M.; Haag, R. Functional dendritic polymer architectures as stimuli-responsive nanocarriers Biochimie 2010, 92 (9) 1242-1251
16. Priya, B.; Viness, P.; Yahya, E. C.; Lisa, C. d. T. Stimuli-responsive polymers and their applications in drug delivery Biomed. Mater. 2009, 4 (2) 022001
17. Maxfield, F. R.; McGraw, T. E. Endocytic recycling Nat. Rev. Mol. Cell. Biol. 2004, 5 (2) 121-132
18. Watson, P.; Jones, A. T.; Stephens, D. J. Intracellular trafficking pathways and drug delivery: fluorescence imaging of living and fixed cells Adv. Drug Delivery Rev. 2005, 57 (1) 43-61
19. Lee, Y.; Fukushima, S.; Bae, Y.; Hiki, S.; Ishii, T.; Kataoka, K. A protein nanocarrier from charge-conversion polymer in response to endosomal pH J. Am. Chem. Soc. 2007, 129 (17) 5362-+
20. Lee, Y.; Miyata, K.; Oba, M.; Ishii, T.; Fukushima, S.; Han, M.; Koyama, H.; Nishiyama, N.; Kataoka, K. Charge-conversion ternary polyplex with endosome disruption moiety: A technique for efficient and safe gene delivery Angew. Chem., Int. Ed. 2008, 47 (28) 5163-5166
21. Xu, P. S.; Van Kirk, E. A.; Zhan, Y. H.; Murdoch, W. J.; Radosz, M.; Shen, Y. Q. Targeted charge-reversal nanoparticles for nuclear drug delivery Angew. Chem., Int. Ed. 2007, 46 (26) 4999-5002
22. Zhou, Z. X.; Shen, Y. Q.; Tang, J. B.; Fan, M. H.; Van Kirk, E. A.; Murdoch, W. J.; Radosz, M. Charge-reversal drug conjugate for targeted cancer cell nuclear drug delivery Adv. Funct. Mater. 2009, 19 (22) 3580-3589
23. Zhou, Z. X.; Shen, Y. Q.; Tang, J. B.; Jin, E. L.; Ma, X. P.; Sun, Q. H.; Zhang, B.; Van Kirk, E. A.; Murdoch, W. J. Linear polyethyleneimine-based charge-reversal nanoparticles for nuclear-targeted drug delivery J. Mater. Chem. 2011, 21 (47) 19114-19123
24. Miller, C. R.; Bondurant, B.; McLean, S. D.; McGovern, K. A.; O'Brien, D. F. Liposome-cell interactions in vitro: Effect of liposome surface charge on the binding and endocytosis of conventional and sterically stabilized liposomes Biochemistry 1998, 37 (37) 12875-12883
25. Gratton, S. E. A.; Ropp, P. A.; Pohlhaus, P. D.; Luft, J. C.; Madden, V. J.; Napier, M. E.; DeSimone, J. M. The effect of particle design on cellular internalization pathways Proc. Natl. Acad. Sci. U.S.A. 2008, 105 (33) 11613-11618
26. Mailander, V.; Landfester, K. Interaction of nanoparticles with cells Biomacromolecules 2009, 10 (9) 2379-2400
27. Du, J. Z.; Sun, T. M.; Song, W. J.; Wu, J.; Wang, J. A tumor-acidity-activated charge-conversional nanogel as an intelligent vehicle for promoted tumoral-cell uptake and drug delivery Angew. Chem., Int. Ed. 2010, 49 (21) 3621-3626
28. Lee, H. J.; Pardridge, W. M. Monoclonal antibody radiopharmaceuticals: Cationization, pegylation, radiometal chelation, pharmacokinetics, and tumor imaging Bioconjugate Chem. 2003, 14 (3) 546-553
29. Cho, E. C.; Xie, J. W.; Wurm, P. A.; Xia, Y. N. Understanding the role of surface charges in cellular adsorption versus internalization by selectively removing gold nanoparticles on the cell surface with a I-2/KI etchant Nano Lett. 2009, 9 (3) 1080-1084
30. Sethuraman, V. A.; Bae, Y. H. TAT peptide-based micelle system for potential active targeting of anti-cancer agents to acidic solid tumors J. Controlled Release 2007, 118 (2) 216-224
31. Taurin, S.; Nehoff, H.; Greish, K. Anticancer nanomedicine and tumor vascular permeability; Where is the missing link? J. Controlled Release 2012, 164 (3) 265-275
32. Deming, T. J. Synthetic polypeptides for biomedical applications Prog. Polym. Sci. 2007, 32 (8-9) 858-875
33. Choe, U.-J.; Sun, V.; Tan, J.-K.; Kamei, D., Self-Assembled Polypeptide and Polypeptide Hybrid Vesicles: From Synthesis to Application. In Peptide-Based Materials; Deming, T., Ed.; Springer: Berlin, Heidelberg, 2012; Vol. 310, pp 117-134.
34. Li, J. G.; Wang, T.; Wu, D. L.; Zhang, X. Q.; Yan, J. T.; Du, S.; Guo, Y. F.; Wang, J. T.; Zhang, A. Stimuli-responsive zwitterionic block copolypeptides: Poly(N -isopropylacrylamide)- block -poly(lysine- co -glutamic acid) Biomacromolecules 2008, 9 (10) 2670-2676
35. Rodriguez-Hernandez, J.; Lecommandoux, S. Reversible inside-out micellization of pH-responsive and water-soluble vesicles based on polypeptide diblock copolymers J. Am. Chem. Soc. 2005, 127 (7) 2026-2027
36. Ding, J. X.; Zhuang, X. L.; Xiao, C. S.; Cheng, Y. L.; Zhao, L.; He, C. L.; Tang, Z. H.; Chen, X. S. Preparation of photo-cross-linked pH-responsive polypeptide nanogels as potential carriers for controlled drug delivery J. Mater. Chem. 2011, 21 (30) 11383-11391
37. Chen, C.; Liu, G.; Liu, X.; Pang, S.; Zhu, C.; Lv, L.; Ji, J. Photo-responsive, biocompatible polymeric micelles self-assembled from hyperbranched polyphosphate-based polymers Polym. Chem. 2011, 2 (6) 1389-1397
38. Leuchs, H. Ueber die Glycin-carbonsäure Ber. Dtsch. Chem. Ges. 1906, 39 (1) 857-861
39. Agut, W.; Bruîlet, A.; Schatz, C.; Taton, D.; Lecommandoux, S. B. pH and Temperature Responsive Polymeric Micelles and Polymersomes by Self-Assembly of Poly[2-(dimethylamino)ethyl methacrylate]-b-Poly(glutamic acid) Double Hydrophilic Block Copolymers Langmuir 2010, 26, 10546-10554
40. Mynar, J. L.; Goodwin, A. P.; Cohen, J. A.; Ma, Y.; Fleming, G. R.; Frechet, J. M. J. Two-photon degradable supramolecular assemblies of linear-dendritic copolymers Chem. Commun. 2007, 20, 2081-2082
41. Gohy, J. F.; Hofmeier, H.; Alexeev, A.; Schubert, U. S. Aqueous micelles from supramolecular graft copolymers Macromol. Chem. Phys. 2003, 204 (12) 1524-1530
42. Euliss, L. E.; DuPont, J. A.; Gratton, S.; DeSimone, J. M. Imparting size, shape, and composition control of materials for nanomedicine Chem. Soc. Rev. 2006, 35 (11) 1095-1104
43. Xiao, K.; Li, Y. P.; Luo, J. T.; Lee, J. S.; Xiao, W. W.; Gonik, A. M.; Agarwal, R. G.; Lam, K. S. The effect of surface charge on in vivo biodistribution of PEG-oligocholic acid based micellar nanoparticles Biomaterials 2011, 32 (13) 3435-3446