One-step reduction and PEGylation of graphene oxide for photothermally controlled drug delivery

Biomaterials

Volumn 35, Issue 18, 2014, Pages 4986-4995

  Chen, Jingqin ^a   Liu, Hongyu ^a   Zhao, Chubiao ^a   Qin, Guiqi ^a   Xi, Gaina ^a   Li, Tan ^a   Wang, Xiaoping ^b   Chen, Tongsheng ^a  

^a SOUTH CHINA NORMAL UNIVERSITY   (China)

^b THE FIRST AFFILIATED HOSPITAL OF JINAN UNIVERSITY   (China)

Author keywords

Green reduction; Nanosized graphene oxide; Near infrared irradiation; PEGylation; Photothermal effect; Resveratrol

Indexed keywords

CELL DEATH; CONTROLLED DRUG DELIVERY; GRAPHENE; INFRARED DEVICES; IRRADIATION; MITOCHONDRIA; MOTION PICTURE EXPERTS GROUP STANDARDS; RESVERATROL; TUMORS;

DRUG DELIVERY SYSTEM; GRAPHENE OXIDES; HYDROPHOBIC INTERACTIONS; METHOXYPOLYETHYLENE GLYCOL; MITOCHONDRIAL MEMBRANE POTENTIAL; NEAR INFRARED; PEGYLATION; PHOTOTHERMAL EFFECTS;

LOADING;

GRAPHENE OXIDE; MACROGOL DERIVATIVE; METHOXYPOLYETHYLENE GLYCOL AMINE; NANOCARRIER; RESVERATROL; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT; GRAPHITE; MONOMETHOXYPOLYETHYLENE GLYCOL; NANOMATERIAL; OXIDE; STILBENE DERIVATIVE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CANCER INHIBITION; CELL VIABILITY; CHEMICAL REACTION; CONTROLLED DRUG RELEASE; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG DELIVERY SYSTEM; DRUG EFFICACY; FEMALE; HYDROPHOBICITY; IRRADIATION; LYSOSOME; MITOCHONDRIAL MEMBRANE POTENTIAL; MOLECULAR INTERACTION; MOUSE; NER INFRARED IRRADIATION; NONHUMAN; PEGYLATION; PHOTOCHEMISTRY; PRIORITY JOURNAL; REDUCTION; SYNTHESIS; TUMOR MODEL; ANIMAL; CELL SURVIVAL; CHEMICAL PHENOMENA; CHEMISTRY; DRUG EFFECTS; HEAT; INFRARED RADIATION; PROCEDURES; RADIATION RESPONSE; TUMOR CELL LINE;

ANIMALIA;

ANIMALS; ANTICARCINOGENIC AGENTS; APOPTOSIS; CELL LINE, TUMOR; CELL SURVIVAL; DRUG DELIVERY SYSTEMS; GRAPHITE; HOT TEMPERATURE; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; INFRARED RAYS; LYSOSOMES; MEMBRANE POTENTIAL, MITOCHONDRIAL; MICE; NANOSTRUCTURES; OXIDES; POLYETHYLENE GLYCOLS; STILBENES;

EID: 84897912799     PISSN: 01429612     EISSN: 18785905     Source Type: Journal    
DOI: 10.1016/j.biomaterials.2014.02.032     Document Type: Article

References (41)

1. Sun X., Liu Z., Welsher K., Robinson J.T., Goodwin A., Zaric S., et al. Nano-graphene oxide for cellular imaging and drug delivery. Nano Res 2008, 1:203-212.
2. Yang K., Wan J., Zhang S., Tian B., Zhang Y., Liu Z. The influence of surface chemistry and size of nanoscale graphene oxide on photothermal therapy of cancer using ultra-low laser power. Biomaterials 2012, 33:2206-2214.
3. Yang K., Feng L., Shi X., Liu Z. Nano-graphene in biomedicine: theranostic applications. Chem Soc Rev 2013, 42:530-547.
4. Yang K., Li Y., Tan X., Peng R., Liu Z. Behavior and toxicity of graphene and its functionalized derivatives in biological systems. Small 2013, 9:1492-1503.
5. Duch M.C., Budinger G.R., Liang Y.T., Soberanes S., Urich D., Chiarella S.E., et al. Minimizing oxidation and stable nanoscale dispersion improves the biocompatibility of graphene in the lung. Nano Lett 2011, 11:5201-5207.
6. Yang K., Zhang S., Zhang G., Sun X., Lee S.T., Liu Z. Graphene in mice: ultrahigh in vivo tumor uptake and efficient photothermal therapy. Nano Lett 2010, 10:3318-3323.
7. Robinson J.T., Tabakman S.M., Liang Y., Wang H., Casalongue H.S., Vinh D., et al. Ultrasmall reduced graphene oxide with high near-infrared absorbance for photothermal therapy. J Am Chem Soc 2011, 133:6825-6831.
8. Cote L.J., Cruz-Silva R., Huang J. Flash reduction and patterning of graphite oxide and its polymer composite. J Am Chem Soc 2009, 131:11027-11032.
9. Kuila T., Bose S., Mishra A.K., Kuilaa T., Bosea S., Mishrab A.K., et al. Chemical functionalization of graphene and its applications. Prog Mater Sci 2012, 57:1061-1105.
10. Pei S., Cheng H.M. The reduction of graphene oxide. Carbon 2012, 50:3210-3228.
11. Yang X., Niu G., Cao X., Wen Y., Xiang R., Duan H., et al. The preparation of functionalized graphene oxide for targeted intracellular delivery of siRNA. J Mater Chem 2012, 22:6649-6654.
12. Liu K., Zhang J.J., Cheng F.F., Zheng T.T., Wang C., Zhu J.J. Green and facile synthesis of highly biocompatible graphene nanosheets and its application for cellular imaging and drug delivery. J Mater Chem 2011, 21:12034-12040.
13. Kim H., Lee D., Kim J., Kim T.I., Kim W.J. Photothermally triggered cytosolic drug delivery via endosome disruption using a functionalized reduced graphene oxide. ACS Nano 2013, 7:6735-6746.
14. Gonçalves G., Vila M., Portolés M.T., Vallet-Regi M., Gracio J., Marques P.A. Nano-graphene oxide: a potential multifunctional platform for cancer therapy. Adv Healthc Mater 2013, 2:1072-1090.
15. Krishna K.V., Ménard-Moyon C., Verma S., Bianco A. Graphene-based nanomaterials for nanobiotechnology and biomedical applications. Nanomedicine 2013, 8:1669-1688.
16. Liu Z., Robinson J.T., Sun X., Dai H. PEGylated nanographene oxide for delivery of water-insoluble cancer drugs. J Am Chem Soc 2008, 130:10876-10877.
17. Gao X., Jang J., Nagase S. Hydrazine and thermal reduction of graphene oxide: reaction mechanisms, product structures, and reaction design. J Phys Chem C 2009, 114:832-842.
18. Zhou Y., Bao Q., Tang L.A.L., Zhong Y., Loh K.P. Hydrothermal dehydration for the "green" reduction of exfoliated graphene oxide to graphene and demonstration of tunable optical limiting properties. Chem Mater 2009, 21:2950-2956.
19. Loh K.P., Bao Q., Eda G., Chhowalla M. Graphene oxide as a chemically tunable platform for optical applications. Nat Chem 2010, 2:1015-1024.
20. Zheng X.T., Li C.M. Restoring basal planes of graphene oxides for highly efficient loading and delivery of β-lapachone. Mol Pharm 2012, 9:615-621.
21. Wang C., Mallela J., Garapati U.S., Ravi S., Chinnasamy V., Girard Y., et al. A chitosan modified graphene nanogel for noninvasive controlled drug release. Nanomedicine 2013, 9:903-911.
22. Yavuz M.S., Cheng Y., Chen J., Cobley C.M., Zhang Q., Rycenga M., et al. Gold nanocages covered by smart polymers for controlled release with near-infrared light. Nat Mater 2009, 8:935-939.
23. Park J.H., von Maltzahn G., Ong L.L., Centrone A., Hatton T.A., Ruoslahti E., et al. Cooperative nanoparticles for tumor detection and photothermally triggered drug delivery. Adv Mater 2010, 22:880-885.
24. Moon G.D., Choi S.W., Cai X., Li W., Cho E.C., Jeong U., et al. A new theranostic system based on gold nanocages and phase-change materials with unique features for photoacoustic imaging and controlled release. J Am Chem Soc 2011, 133:4762-4765.
25. Chang Y.T., Liao P.Y., Sheu H.S., Tseng Y.J., Cheng F.Y., Yeh C.S. Near-infrared light-responsive intracellular drug and siRNA release using Au nanoensembles with oligonucleotide-capped silica shell. Adv Mater 2012, 24:3309-3314.
26. Tian B., Wang C., Zhang S., Feng L., Liu Z. Photothermally enhanced photodynamic therapy delivered by nano-graphene oxide. ACS Nano 2011, 5:7000-7009.
27. Hummers W.S., Offeman R.E. Preparation of graphitic oxide. J Am Chem Soc 1958, 80:1339.
28. Dikin D.A., Stankovich S., Zimney E.J., Piner R.D., Dommett G.H., Evmenenko G., et al. Preparation and characterization of graphene oxide paper. Nature 2007, 448:457-460.
29. Zhao C., Gao W., Chen T. Synergistic induction of apoptosis in A549 cells by dihydroartemisinin and gemcitabine. Apoptosis 2014, 19:668-681.
30. Capdevielle P., Lavigne A., Sparfel D., Baranne-Lafont J., Cuong N.K., Maumy M. Mechanism of primary aliphatic amines oxidation to nitriles by the cuprous chloride-dioxygen-pyridine system. Tetrahedron Lett 1990, 31:3305-3308.
31. 2-graphene from in situ graphene-oxide reduction and its improved electrochemical properties. Carbon 2011, 49:3250-3257.
32. Guo Y., Sun X., Liu Y., Wang W., Qiu H., Gao J. One pot preparation of reduced graphene oxide (RGO) or Au (Ag) nanoparticle-RGO hybrids using chitosan as a reducing and stabilizing agent and their use in methanol electrooxidation. Carbon 2012, 50:2513-2523.
33. Ferrari A.C., Meyer J.C., Scardaci V., Casiraghi C., Lazzeri M., Mauri F., et al. Raman spectrum of graphene and graphene layers. Phys Rev Lett 2006, 97:187401.
34. Baur J.A., Sinclair D.A. Therapeutic potential of resveratrol: the in vivo evidence. Nat Rev Drug Discov 2006, 5:493-506.
35. Zhang W., Wang X., Chen T. Resveratrol induces apoptosis via a Bak-mediated intrinsic pathway in human lung adenocarcinoma cells. Cell Signal 2012, 24:1037-1046.
36. Josephson L., Kircher M.F., Mahmood U., Tang Y., Weissleder R. Near-infrared fluorescent nanoparticles as combined MR/optical imaging probes. Bioconjug Chem 2002, 13:554-560.
37. Bhat K.P.L., Kosmeder J.W., Pezzuto J.M. Biological effects of resveratrol. Antioxid Redox Signal 2001, 3:1041-1064.
38. Zhang Z., Wang L., Wang J., Jiang X., Li X., Hu Z., et al. Mesoporous silica-coated gold nanorods as a light-mediated multifunctional theranostic platform for cancer treatment. Adv Mater 2012, 24:1418-1423.
39. Gillies E.R., Fréchet J.M.J. pH-responsive copolymer assemblies for controlled release of doxorubicin. Bioconjug Chem 2005, 16:361-368.
40. Brannon-Peppas L., Blanchette J.O. Nanoparticle and targeted systems for cancer therapy. Adv Drug Deliv Rev 2012, 64:206-212.
41. Hyung Park J., Kwon S., Lee M., Chung H., Kim J.H., Kim Y.S., et al. Self-assembled nanoparticles based on glycol chitosan bearing hydrophobic moieties as carriers for doxorubicin: in vivo biodistribution and anti-tumor activity. Biomaterials 2006, 27:119-126.