Recent advances in the development of functionalized carbon nanotubes: a versatile vector for drug delivery

Carbon nanotubes (CNTs) possess unique physical and chemical properties and can serve as a platform for transporting a variety of bioactive molecules, such as drugs, proteins, and genes, given appropriate surface modifications. Here, we present an overview of the progress in applying CNTs as therapeutic agent carriers. Drugs can be attached to CNTs either through supramolecular chemistry to form noncovalent assembly or via covalent linkage to the functional groups preinstalled on CNTs. In addition to surface loading, packing of molecules inside the internal cavity of CNTs to protect less stable entities has also been achieved. Besides drugs, the high specific surface area of CNTs can also allow the installation of multiple molecules with different functions, e.g. target recognition and optical imaging, simultaneously to achieve synergistic effects. The drug release process tends to be gradual and sustained after being attached to CNTs, and could be tuned by various factors, such as pH, diameter of CNTs, and target recognition. The content throughout this review is mainly focused on the different protocols of loading drugs onto or into CNTs as well as how to control the drug release.

[1]  G. Rutledge,et al.  Modular functionalization of carbon nanotubes and fullerenes. , 2009, Journal of the American Chemical Society.

[2]  Maurizio Prato,et al.  Multiwalled carbon nanotube-doxorubicin supramolecular complexes for cancer therapeutics. , 2008, Chemical communications.

[3]  B. Bauer,et al.  Length‐Dependent Uptake of DNA‐Wrapped Single‐Walled Carbon Nanotubes , 2007 .

[4]  Y. Liu,et al.  Understanding the toxicity of carbon nanotubes. , 2013, Accounts of chemical research.

[5]  A. Barron,et al.  Demonstration of covalent sidewall functionalization of single wall carbon nanotubes by NMR spectroscopy: Side chain length dependence on the observation of the sidewall sp3 carbons , 2008 .

[6]  Carolyn R Bertozzi,et al.  Interfacing carbon nanotubes with living cells. , 2006, Journal of the American Chemical Society.

[7]  James F Rusling,et al.  Targeted killing of cancer cells in vivo and in vitro with EGF-directed carbon nanotube-based drug delivery. , 2009, ACS nano.

[8]  S. Iijima Helical microtubules of graphitic carbon , 1991, Nature.

[9]  L. Lauhon,et al.  Carbon nanomaterials for electronics, optoelectronics, photovoltaics, and sensing. , 2013, Chemical Society Reviews.

[10]  Hui Hu,et al.  Nitric Acid Purification of Single-Walled Carbon Nanotubes. , 2004 .

[11]  H. Dai,et al.  Soluble single-walled carbon nanotubes as longboat delivery systems for platinum(IV) anticancer drug design. , 2007, Journal of the American Chemical Society.

[12]  L. Ley,et al.  Functionalization of single-walled carbon nanotubes with (R-)oxycarbonyl nitrenes. , 2003, Journal of the American Chemical Society.

[13]  Maurizio Prato,et al.  Double functionalization of carbon nanotubes for multimodal drug delivery. , 2006, Chemical communications.

[14]  H. Tan,et al.  Delivery of paclitaxel by physically loading onto poly(ethylene glycol) (PEG)-graftcarbon nanotubes for potent cancer therapeutics , 2010, Nanotechnology.

[15]  M. Yudasaka,et al.  Drug-loaded carbon nanohorns: adsorption and release of dexamethasone in vitro. , 2004, Molecular pharmaceutics.

[16]  Bernd Büchner,et al.  Carbon nanotubes filled with a chemotherapeutic agent: a nanocarrier mediates inhibition of tumor cell growth. , 2008, Nanomedicine.

[17]  H. Dai,et al.  In vivo biodistribution and highly efficient tumour targeting of carbon nanotubes in mice. , 2020, Nature nanotechnology.

[18]  Maurizio Prato,et al.  Functionalized Carbon Nanotubes in Drug Design and Discovery , 2008 .

[19]  M. Wirth,et al.  Delivery of carboplatin by carbon-based nanocontainers mediates increased cancer cell death , 2010, Nanotechnology.

[20]  Jiang Long,et al.  Hydrophilic multi-walled carbon nanotubes decorated with magnetite nanoparticles as lymphatic targeted drug delivery vehicles. , 2009, Chemical communications.

[21]  Zhuang Liu,et al.  Functionalization of carbon nanotubes via cleavable disulfide bonds for efficient intracellular delivery of siRNA and potent gene silencing. , 2005, Journal of the American Chemical Society.

[22]  R. Smalley,et al.  Functionalization of carbon nanotubes by electrochemical reduction of aryl diazonium salts: a bucky paper electrode. , 2001, Journal of the American Chemical Society.

[23]  Ronghua Yang,et al.  Regulation of singlet oxygen generation using single-walled carbon nanotubes. , 2008, Journal of the American Chemical Society.

[24]  Eklund,et al.  Solution properties of single-walled carbon nanotubes , 1998, Science.

[25]  D. Carroll,et al.  Increased Heating Efficiency and Selective Thermal Ablation of Malignant Tissue with DNA-Encased Multiwalled Carbon Nanotubes , 2009, ACS nano.

[26]  T. Swager,et al.  Functionalization of single-walled carbon nanotubes and fullerenes via a dimethyl acetylenedicarboxylate-4-dimethylaminopyridine zwitterion approach. , 2007, Journal of the American Chemical Society.

[27]  H. Dai,et al.  Preparation of carbon nanotube bioconjugates for biomedical applications , 2009, Nature Protocols.

[28]  F. Q. Schafer,et al.  Iron and free radical oxidations in cell membranes. , 2000, Cellular and molecular biology.

[29]  D. Tasis,et al.  Current progress on the chemical modification of carbon nanotubes. , 2010, Chemical reviews.

[30]  D. Scheinberg,et al.  Tumor Targeting with Antibody-Functionalized, Radiolabeled Carbon Nanotubes , 2007, Journal of Nuclear Medicine.

[31]  Gang Zheng,et al.  Activatable photosensitizers for imaging and therapy. , 2010, Chemical reviews.

[32]  M. Adeli,et al.  Carbon nanotubes in cancer therapy: a more precise look at the role of carbon nanotube-polymer interactions. , 2013, Chemical Society reviews.

[33]  Dan Ding,et al.  Covalently combining carbon nanotubes with anticancer agent: preparation and antitumor activity. , 2009, ACS nano.

[34]  Theresa M. Allen,et al.  Liposomal drug delivery , 1996 .

[35]  Hongjie Dai,et al.  Supramolecular Chemistry on Water- Soluble Carbon Nanotubes for Drug Loading and Delivery , 2007 .

[36]  J. Fagan,et al.  Cover Picture: Length‐Dependent Uptake of DNA‐Wrapped Single‐Walled Carbon Nanotubes (Adv. Mater. 7/2007) , 2007 .

[37]  H. Dai,et al.  Targeted single-wall carbon nanotube-mediated Pt(IV) prodrug delivery using folate as a homing device. , 2008, Journal of the American Chemical Society.

[38]  M. Prato,et al.  Targeted delivery of amphotericin B to cells by using functionalized carbon nanotubes. , 2005, Angewandte Chemie.

[39]  E. Doris,et al.  Functionalization of single-wall carbon nanotubes by tandem high-pressure/Cr(CO)6 activation of Diels-Alder cycloaddition. , 2006, Journal of the American Chemical Society.

[40]  H. Dai,et al.  Carbon nanotubes as multifunctional biological transporters and near-infrared agents for selective cancer cell destruction. , 2005, Proceedings of the National Academy of Sciences of the United States of America.

[41]  M. Dresselhaus,et al.  Carbon Nanotubes: Continued Innovations and Challenges , 2004 .

[42]  Maurizio Prato,et al.  Targeting Carbon Nanotubes Against Cancer , 2012 .

[43]  Stanislaus S. Wong,et al.  Functionalized single-walled carbon nanotubes as rationally designed vehicles for tumor-targeted drug delivery. , 2008, Journal of the American Chemical Society.

[44]  Haiqing Peng,et al.  Sidewall carboxylic acid functionalization of single-walled carbon nanotubes. , 2003, Journal of the American Chemical Society.

[45]  Zhuang Liu,et al.  Drug delivery with carbon nanotubes for in vivo cancer treatment. , 2008, Cancer research.

[46]  Zhuang Liu,et al.  Supramolecular stacking of doxorubicin on carbon nanotubes for in vivo cancer therapy. , 2009, Angewandte Chemie.

[47]  M. Prato,et al.  Applications of carbon nanotubes in drug delivery. , 2005, Current opinion in chemical biology.

[48]  Thanyada Rungrotmongkol,et al.  How do carbon nanotubes serve as carriers for gemcitabine transport in a drug delivery system? , 2011, Journal of molecular graphics & modelling.

[49]  M. Prato,et al.  Cellular uptake of functionalized carbon nanotubes is independent of functional group and cell type. , 2007, Nature nanotechnology.