Carboxymethyl chitosan-mediated synthesis of hyaluronic acid-targeted graphene oxide for cancer drug delivery

Carbohydrate Polymers

Volumn 135, Issue , 2016, Pages 72-78

  Yang, Huihui ^a   Bremner, David H ^b   Tao, Lei ^a   Li, Heyu ^a   Hu, Juan ^a   Zhu, Limin ^a  

^a DONGHUA UNIVERSITY   (China)

^b UNIVERSITY OF ABERTAY DUNDEE   (United Kingdom)

Author keywords

Carboxymethyl chitosan; Controlled release; Doxorubicin; Graphene oxide; Hyaluronic acid; Targeted delivery

Indexed keywords

CHITIN; CHITOSAN; CONTROLLED DRUG DELIVERY; DISEASES; DRUG PRODUCTS; GRAPHENE; ORGANIC ACIDS;

CARBOXYMETHYL CHITOSAN; CONTROLLED RELEASE; DOXORUBICIN; GRAPHENE OXIDES; TARGETED DELIVERY;

HYALURONIC ACID;

ANTINEOPLASTIC AGENT; CARBOXYMETHYL-CHITOSAN; CHITOSAN; DOXORUBICIN; DRUG CARRIER; GRAPHITE; HYALURONIC ACID; OXIDE;

ANALOGS AND DERIVATIVES; CELL SURVIVAL; CHEMISTRY; DRUG EFFECTS; DRUG RELEASE; HELA CELL LINE; HUMAN; TRANSPORT AT THE CELLULAR LEVEL;

ANTINEOPLASTIC AGENTS; BIOLOGICAL TRANSPORT; CELL SURVIVAL; CHITOSAN; DOXORUBICIN; DRUG CARRIERS; DRUG LIBERATION; GRAPHITE; HELA CELLS; HUMANS; HYALURONIC ACID; OXIDES;

EID: 84940744629     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2015.08.058     Document Type: Article

References (43)

1. S.C. Abeylath, S. Ganta, A.K. Iyer, and M. Amiji Combinatorial-designed multifunctional polymeric nanosystems for tumor-targeted therapeutic delivery Accounts of Chemical Research 44 10 2011 1009 1017
2. J.H. Adair, M.P. Parette, E.I. AltInoglu, and M. Kester Nanoparticulate alternatives for drug delivery ACS Nano 4 9 2010 4967 4970
3. H. Ali-Boucetta, K.T. Al-Jamal, D. McCarthy, M. Prato, A. Bianco, and K. Kostarelos Multiwalled carbon nanotube-doxorubicin supramolecular complexes for cancer therapeutics Chemical Communications 4 2008 459 461
4. A. Aruffo, I. Stamenkovic, M. Melnick, C.B. Underhill, and B. Seed CD44 is the principal cell surface receptor for hyaluronate Cell 61 7 1990 1303 1313
5. K.H. Bae, J.J. Yoon, and T.G. Park Fabrication of hyaluronic acid hydrogel beads for cell encapsulation Biotechnology Progress 22 1 2006 297 302
6. H. Bao, Y. Pan, Y. Ping, N.G. Sahoo, T. Wu, L. Li, and et al. Chitosan-functionalized graphene oxide as a nanocarrier for drug and gene delivery Small 7 11 2011 1569 1578
7. H.A. Becerril, J. Mao, Z. Liu, R.M. Stoltenberg, Z. Bao, and Y. Chen Evaluation of solution-processed reduced graphene oxide films as transparent conductors ACS Nano 2 3 2008 463 470
8. W. Chen, F. Meng, R. Cheng, and Z. Zhong pH-Sensitive degradable polymersomes for triggered release of anticancer drugs: a comparative study with micelles Journal of Controlled Release 142 1 2010 40 46
9. H. Cho, and G.S. Kwon Polymeric micelles for neoadjuvant cancer therapy and tumor-primed optical imaging ACS Nano 5 11 2011 8721 8729
10. W. Dong, B. Han, Y. Feng, F. Song, J. Chang, H. Jiang, and et al. Pharmacokinetics and biodegradation mechanisms of a versatile carboxymethyl derivative of chitosan in rats: in vivo and in vitro evaluation Biomacromolecules 11 6 2010 1527 1533
11. D.R. Dreyer, S. Park, C.W. Bielawski, and R.S. Ruoff The chemistry of graphene oxide Chemical Society Reviews 39 1 2010 228 240
12. R. Erttmann, N. Erb, A. Steinhoff, and G. Landbeck Pharmacokinetics of doxorubicin in man: dose and schedule dependence Journal of Cancer Research and Clinical Oncology 114 5 1988 509 513
13. N. Fehrenbacher, and M. Jäättelä Lysosomes as targets for cancer therapy Cancer Research 65 8 2005 2993 2995
14. H. He, J. Klinowski, M. Forster, and A. Lerf A new structural model for graphite oxide Chemical Physics Letters 287 1-2 1998 53 56
15. G. Jiang, K. Park, J. Kim, K.S. Kim, E.J. Oh, H. Kang, and et al. Hyaluronic acid-polyethyleneimine conjugate for target specific intracellular delivery of siRNA Biopolymers 89 7 2008 635 642
16. S. Kalivendi, E. Konorev, S. Cunningham, S. Vanamala, E. Kaji, J. Joseph, and et al. Doxorubicin activates nuclear factor of activated T-lymphocytes and FAS ligand transcription: role of mitochondrial reactive oxygen species and calcium Biochemical Journal 389 2005 527 539
17. N.W.S. Kam, Z. Liu, and H. Dai Carbon nanotubes as intracellular transporters for proteins and DNA: an investigation of the uptake mechanism and pathway Angewandte Chemie 118 4 2006 591 595
18. J.O. Kim, A.V. Kabanov, and T.K. Bronich Polymer micelles with cross-linked polyanion core for delivery of a cationic drug doxorubicin Journal of Controlled Release 138 3 2009 197 204
19. L. Lapčík, L. Lapcik, S. De Smedt, J. Demeester, and P. Chabrecek Hyaluronan: preparation, structure, properties, and applications Chemical Reviews 98 8 1998 2663 2684
20. F. Li, B.-C. Bae, and K. Na Acetylated hyaluronic acid/photosensitizer conjugate for the preparation of nanogels with controllable phototoxicity: synthesis, characterization, autophotoquenching properties, and in vitro phototoxicity against HeLa cells Bioconjugate Chemistry 21 7 2010 1312 1320
21. F. Li, S.J. Park, D. Ling, W. Park, J.Y. Han, K. Na, and et al. Hyaluronic acid-conjugated graphene oxide/photosensitizer nanohybrids for cancer targeted photodynamic therapy Journal of Materials Chemistry B 1 12 2013 1678 1686
22. E.K. Lim, H.O. Kim, E. Jang, J. Park, K. Lee, J.S. Suh, and et al. Hyaluronan-modified magnetic nanoclusters for detection of CD44-overexpressing breast cancer by MR imaging Biomaterials 32 31 2011 7941 7950
23. D.C. Litzinger, and L. Huang Phosphatodylethanolamine liposomes: drug delivery, gene transfer and immunodiagnostic applications Biochimica et Biophysica Acta (BBA)-Reviews on Biomembranes 1113 2 1992 201 227
24. Z. Liu, J.T. Robinson, X. Sun, and H. Dai PEGylated nanographene oxide for delivery of water-insoluble cancer drugs Journal of the American Chemical Society 130 33 2008 10876 10877
25. C.H. Lu, C.L. Zhu, J. Li, J.J. Liu, X. Chen, and H.H. Yang Using graphene to protect DNA from cleavage during cellular delivery Chemical Communications 46 18 2010 3116 3118
26. M. Ma, H. Chen, Y. Chen, K. Zhang, X. Wang, X. Cui, and et al. Hyaluronic acid-conjugated mesoporous silica nanoparticles: excellent colloidal dispersity in physiological fluids and targeting efficacy Journal of Materials Chemistry 22 12 2012 5615 5621
27. S.M. Moghimi, A.C. Hunter, and J.C. Murray Long-circulating and target-specific nanoparticles: theory to practice Pharmacological Reviews 53 2 2001 283 318
28. K. Nagahama, Y. Mori, Y. Ohya, and T. Ouchi Biodegradable nanogel formation of polylactide-grafted dextran copolymer in dilute aqueous solution and enhancement of its stability by stereocomplexation Biomacromolecules 8 7 2007 2135 2141
29. J. Necas, L. Bartosikova, P. Brauner, and J. Kolar Hyaluronic acid (hyaluronan): a review Veterinarni Medicina 53 8 2008 397 411
30. D. Peer, J.M. Karp, S. Hong, O.C. FaroKhzad, R. Margalit, and R. Langer Nanocarriers as an emerging platform for cancer therapy Nature Nanotechnology 2 12 2007 751 760
31. C. Rao, K. Biswas, K. Subrahmanyam, and A. Govindaraj Graphene, the new nanocarbon Journal of Materials Chemistry 19 17 2009 2457 2469
32. M. Salim, H. Minamikawa, A. Sugimura, and R. Hashim Amphiphilic designer nano-carriers for controlled release: from drug delivery to diagnostics MedChemComm 5 11 2014 1602 1618
33. W. Sun, N. Zhang, A. Li, W. Zou, and W. Xu Preparation and evaluation of N-3-o-toluyl-fluorouracil-loaded liposomes International Journal of Pharmaceutics 353 1 2008 243 250
34. X. Sun, Z. Liu, K. Welsher, J.T. Robinson, A. Goodwin, S. Zaric, and et al. Nano-graphene oxide for cellular imaging and drug delivery Nano Research 1 3 2008 203 212
35. K.E. Uhrich, S.M. Cannizzaro, R.S. Langer, and K.M. Shakesheff Polymeric systems for controlled drug release Chemical Reviews 99 11 1999 3181 3198
36. J. Wang, J.S. Chen, J.Y. Zong, D. Zhao, F. Li, R.X. Zhuo, and et al. Calcium carbonate/carboxymethyl chitosan hybrid microspheres and nanospheres for drug delivery The Journal of Physical Chemistry C 114 44 2010 18940 18945
37. Y. Wang, Z. Li, D. Hu, C.T. Lin, J. Li, and Y. Lin Aptamer/graphene oxide nanocomplex for in situ molecular probing in living cells Journal of the American Chemical Society 132 27 2010 9274 9276
38. Y. Wang, Z. Shi, Y. Huang, Y. Ma, C. Wang, M. Chen, and et al. Supercapacitor devices based on graphene materials The Journal of Physical Chemistry C 113 30 2009 13103 13107
39. M.M. Yallapu, M. Jaggi, and S.C. Chauhan Design and engineering of nanogels for cancer treatment Drug Discovery Today 16 9 2011 457 463
40. G. Yang, J. Cao, L. Li, R.K. Rana, and J.J. Zhu Carboxymethyl chitosan-functionalized graphene for label-free electrochemical cytosensing Carbon 51 2013 124 133
41. X. Yang, Y. Wang, X. Huang, Y. Ma, Y. Huang, R. Yang, and et al. Multi-functionalized graphene oxide based anticancer drug-carrier with dual-targeting function and pH-sensitivity Journal of Materials Chemistry 21 10 2011 3448 3454
42. X. Yang, X. Zhang, Z. Liu, Y. Ma, Y. Huang, and Y. Chen High-efficiency loading and controlled release of doxorubicin hydrochloride on graphene oxide The Journal of Physical Chemistry C 112 45 2008 17554 17558
43. T.C. Yih, and M. Al-Fandi Engineered nanoparticles as precise drug delivery systems Journal of Cellular Biochemistry 97 6 2006 1184 1190