Graphene oxide-fullerene C60 (GO-C60) hybrid for photodynamic and photothermal therapy triggered by near-infrared light.

Photodynamic therapy (PDT) and photothermal therapy (PTT) are two promising methodologies for cancer therapy. Although a variety of materials which can be used in PDT and PTT have been developed in the past decades, those showing the combined effect of PDT and PTT under NIR irradiation are rare. Graphene oxide (GO) and fullerene C60 (denoted as C60 hereafter) with unique physical and chemical properties are promising candidates for PTT and PDT, respectively. Here, by using a stepwise conjugation method, a new GO-C60 hybrid which contains hydrophilic methoxypolyethylene glycol (mPEG) and mono-substituted C60 was constructed for combined PDT and PTT. The hybrid shows good solubility in different environments including physiological solutions. The introduction of C60 to GO did not decrease the photothermal properties of GO, while the conjugation of GO to C60 activated the ability of C60 to generate singlet oxygen (1O2) in near infrared (NIR) region in aqueous solution. The GO-C60 hybrid also shows good ability to induce the generation of reactive oxygen species (ROS) in Hela cells. Due to the synergistic effect between GO and C60, GO-C60 hybrid exhibits superior performance in the inhibition of cancer cells compared to both individuals, indicating its high potential in practical applications.

[1]  Huang-Chiao Huang,et al.  Photodynamic therapy with decacationic [60]fullerene monoadducts: effect of a light absorbing electron-donor antenna and micellar formulation. , 2014, Nanomedicine : nanotechnology, biology, and medicine.

[2]  Wooram Park,et al.  Hyaluronic acid-conjugated graphene oxide/photosensitizer nanohybrids for cancer targeted photodynamic therapy. , 2013, Journal of materials chemistry. B.

[3]  Zhouyi Guo,et al.  Synergistic effect of chemo-photothermal therapy using PEGylated graphene oxide. , 2011, Biomaterials.

[4]  Hyunjin Kim,et al.  A graphene oxide-photosensitizer complex as an enzyme-activatable theranostic agent. , 2013, Chemical communications.

[5]  J. T. Margraf,et al.  Molecular wires--impact of π-conjugation and implementation of molecular bottlenecks. , 2015, Chemical Society reviews.

[6]  Z. Marković,et al.  Biomedical potential of the reactive oxygen species generation and quenching by fullerenes (C60). , 2008, Biomaterials.

[7]  Jing Zhang,et al.  A tumoral acidic pH-responsive drug delivery system based on a novel photosensitizer (fullerene) for in vitro and in vivo chemo-photodynamic therapy. , 2014, Acta biomaterialia.

[8]  K. Jayawardena,et al.  Photoluminescence Quenching in Carbon Nanotube‐Polymer/Fullerene Films: Carbon Nanotubes as Exciton Dissociation Centres in Organic Photovoltaics , 2011, Advanced materials.

[9]  J. West,et al.  The Differential Cytotoxicity of Water-Soluble Fullerenes , 2004 .

[10]  Jean-Marc Janot,et al.  Photophysical properties of three methanofullerene derivatives. , 1998 .

[11]  Jiahong Zhou,et al.  High-efficiency loading of hypocrellin B on graphene oxide for photodynamic therapy , 2012 .

[12]  Liangzhu Feng,et al.  Photothermally enhanced photodynamic therapy delivered by nano-graphene oxide. , 2011, ACS nano.

[13]  S. Foillard,et al.  Fullerene-functionalized carbon nanotubes as improved optical limiting devices , 2011 .

[14]  K. Ohkubo,et al.  Zinc Phthalocyanine–Graphene Hybrid Material for Energy Conversion: Synthesis, Characterization, Photophysics, and Photoelectrochemical Cell Preparation , 2012 .

[15]  Tapas Kuila,et al.  Simultaneous reduction, functionalization and stitching of graphene oxide with ethylenediamine for composites application , 2013 .

[16]  F. Kang,et al.  Integrating porphyrin nanoparticles into a 2D graphene matrix for free-standing nanohybrid films with enhanced visible-light photocatalytic activity. , 2014, Nanoscale.

[17]  Feng Zhao,et al.  Facile fabrication of a C60-polydopamine-graphene nanohybrid for single light induced photothermal and photodynamic therapy. , 2014, Chemical communications.

[18]  Zhenzhong Zhang,et al.  Preparation and characterization of injectable Mitoxantrone poly (lactic acid)/fullerene implants for in vivo chemo-photodynamic therapy. , 2015, Journal of photochemistry and photobiology. B, Biology.

[19]  P. Troshin,et al.  Hybrid photoactive fullerene derivative-ruboxyl nanostructures for photodynamic therapy. , 2013, Organic & biomolecular chemistry.

[20]  Jun Gao,et al.  PEGylated fullerene/iron oxide nanocomposites for photodynamic therapy, targeted drug delivery and MR imaging. , 2013, Biomaterials.

[21]  Yinglin Song,et al.  Increased optical nonlinearities of graphene nanohybrids covalently functionalized by axially-coordinated porphyrins , 2013 .

[22]  Michael R Hamblin,et al.  Photodynamic therapy with fullerenes in vivo: reality or a dream? , 2011, Nanomedicine.

[23]  A. Sartorelli,et al.  Synthesis and evaluation of the thiosemicarbazone, dithiocarbazonate, and 2'-pyrazinylhydrazone of pyrazinecarboxaldehyde as agents for the treatment of iron overload. , 1979, Journal of medicinal chemistry.

[24]  T. Takeya,et al.  Photodynamic Activity of Liposomal Photosensitizers via Energy Transfer from Antenna Molecules to [60]Fullerene. , 2010, ACS medicinal chemistry letters.

[25]  R. Mendelsohn,et al.  Thermal denaturation of globular proteins. Fourier transform-infrared studies of the amide III spectral region. , 1987, Biophysical journal.

[26]  V. Rivarola,et al.  Porphyrin-fullerene C60 Dyads with High Ability to Form Photoinduced Charge-separated State as Novel Sensitizers for Photodynamic Therapy¶ , 2005, Photochemistry and photobiology.

[27]  Yongdoo Choi,et al.  Graphene oxide-photosensitizer conjugate as a redox-responsive theranostic agent. , 2012, Chemical communications.

[28]  Zhen Hu,et al.  Photodynamic anticancer activities of water-soluble C(60) derivatives and their biological consequences in a HeLa cell line. , 2012, Chemico-biological interactions.

[29]  Abhishek Sahu,et al.  Graphene oxide mediated delivery of methylene blue for combined photodynamic and photothermal therapy. , 2013, Biomaterials.

[30]  Hong Zhang,et al.  Separately doped upconversion-C60 nanoplatform for NIR imaging-guided photodynamic therapy of cancer cells. , 2013, Chemical communications.