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BioMed Research International
Volume 2013 (2013), Article ID 720579, 10 pages
http://dx.doi.org/10.1155/2013/720579
Research Article

Size-Dependent Photodynamic Activity of Gold Nanoparticles Conjugate of Water Soluble Purpurin-18-N-Methyl-D-Glucamine

PDT Research Institute, School of Nano System Engineering, Inje University, Gimhae 621-749, Republic of Korea

Received 23 July 2012; Accepted 23 August 2012

Academic Editor: Kristjan Plaetzer

Copyright © 2013 Byambajav Lkhagvadulam et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. R. K. Pandey, L. N. Goswami, Y. Chen et al., “Nature: a rich source for developing multifunctional agents. Tumor-imaging and photodynamic therapy,” Lasers in Surgery and Medicine, vol. 38, no. 5, pp. 445–467, 2006. View at Publisher · View at Google Scholar · View at Scopus
  2. R. Bonnet, Chemical Aspects of Photodynamic Therapy, Gordon and Breach Science Publishers, Amsterdam, The Netherlands, 2000.
  3. R. K. Pandey and G. Zheng, “In porphyrins as photosensitizers in photodynamic therapy,” in The Porphyrin Handbook, Kadish, Smith, and Guilard, Eds., vol. 6, pp. 157–230, Academic Press, New York, NY, USA, 2000.
  4. S. Wang, R. Gao, F. Zhou, and M. Selke, “Nanomaterials and singlet oxygen photosensitizers: potential applications in photodynamic therapy,” Journal of Materials Chemistry, vol. 14, no. 4, pp. 487–493, 2004. View at Scopus
  5. G. F. Paciotti, D. G. I. Kingston, and L. Tamarkin, “Colloidal gold nanoparticles: a novel nanoparticle platform for developing multifunctional tumor-targeted drug delivery vectors,” Drug Development Research, vol. 67, no. 1, pp. 47–54, 2006. View at Publisher · View at Google Scholar · View at Scopus
  6. M. K. Khaing Oo, X. Yang, H. Du, and H. Wang, “5-aminolevulinic acid-conjugated gold nanoparticles for photodynamic therapy of cancer,” Nanomedicine, vol. 3, no. 6, pp. 777–786, 2008. View at Publisher · View at Google Scholar · View at Scopus
  7. M. Olivo, R. Bhuvaneswari, S. S. Lucky, N. Dendukuri, and P. S.-P. Thong, “Targeted therapy of cancer using photodynamic therapy in combination with multi-faceted anti-tumor modalities,” Pharmaceuticals, vol. 3, no. 5, pp. 1507–1529, 2010. View at Publisher · View at Google Scholar · View at Scopus
  8. D. Pissuwan, T. Niidome, and M. B. Cortie, “The forthcoming applications of gold nanoparticles in drug and gene delivery systems,” Journal of Controlled Release, vol. 149, no. 1, pp. 65–71, 2011. View at Publisher · View at Google Scholar · View at Scopus
  9. B. Pegaz, E. Debefve, F. Borle et al., “Preclinical evaluation of a novel water-soluble Chlorin e6 derivative (BLC 1010) as photosensitizer for the closure of the neovessels,” Photochemistry and Photobiology, vol. 81, no. 6, pp. 1505–1510, 2005. View at Publisher · View at Google Scholar · View at Scopus
  10. G.-I. Sengee, N. Badraa, and Y. K. Shim, “Synthesis and biological evaluation of new imidazolium and piperazinium salts of pyropheophorbide-a for photodynamic cancer therapy,” International Journal of Molecular Sciences, vol. 9, no. 8, pp. 1407–1415, 2008. View at Publisher · View at Google Scholar · View at Scopus
  11. W. S. L. Strauss, R. Sailer, H. Schneckenburger et al., “Photodynamic efficacy of naturally occurring porphyrins in endothelial cells in vitro and microvasculature in vivo,” Journal of Photochemistry and Photobiology B, vol. 39, no. 2, pp. 176–184, 1997. View at Publisher · View at Google Scholar · View at Scopus
  12. S. Wang, R. Gao, F. Zhou, and M. Selke, “Nanomaterials and singlet oxygen photosensitizers: potential applications in photodynamic therapy,” Journal of Materials Chemistry, vol. 14, no. 4, pp. 487–493, 2004. View at Scopus
  13. L. Wang, J. Bai, Y. Li, and Y. Huang, “Multifunctional nanoparticles displaying magnetization and near-IR absorption,” Angewandte Chemie International Edition, vol. 47, no. 13, pp. 2439–2442, 2008. View at Publisher · View at Google Scholar · View at Scopus
  14. S. Jelveh and D. B. Chithrani, “Gold nanostructures as a platform for combinational therapy in future cancer therapeutics,” Cancers, vol. 3, no. 1, pp. 1081–1110, 2011. View at Publisher · View at Google Scholar · View at Scopus
  15. Y. Matsumura and H. Maeda, “A new concept for macromolecular therapeutics in cancer chemotherapy: mechanism of tumoritropic accumulation of proteins and the antitumor agent smancs,” Cancer Research, vol. 46, no. 12, part 1, pp. 6387–6392, 1986. View at Scopus
  16. V. P. Torchilin, “Multifunctional nanocarriers,” Advanced Drug Delivery Reviews, vol. 58, no. 14, pp. 1532–1555, 2006. View at Publisher · View at Google Scholar · View at Scopus
  17. P. A. Vasey, S. B. Kaye, R. Morrison et al., “Phase I clinical and pharmacokinetic study of PK1 [N-(2- hydroxypropyl)methacrylamide copolymer doxorubicin]: first member of a new class of chemotherapeutic agents—drug-polymer conjugates,” Clinical Cancer Research, vol. 5, no. 1, pp. 83–94, 1999. View at Scopus
  18. P. K. Jain, X. Huang, I. H. El-Sayed, and M. A. El-Sayed, “Noble metals on the nanoscale: optical and photothermal properties and some applications in imaging, sensing, biology, and medicine,” Accounts of Chemical Research, vol. 41, no. 12, pp. 1578–1586, 2008. View at Publisher · View at Google Scholar · View at Scopus
  19. X. Huang, I. H. El-Sayed, W. Qian, and M. A. El-Sayed, “Cancer cell imaging and photothermal therapy in the near-infrared region by using gold nanorods,” Journal of the American Chemical Society, vol. 128, no. 6, pp. 2115–2120, 2006. View at Publisher · View at Google Scholar · View at Scopus
  20. J. Kim, S. Park, J. E. Lee et al., “Designed fabrication of multifunctional magnetic gold nanoshells and their application to magnetic resonance imaging and photothermal therapy,” Angewandte Chemie International Edition, vol. 45, no. 46, pp. 7754–7758, 2006. View at Publisher · View at Google Scholar · View at Scopus
  21. J. Nam, N. Won, H. Jin, H. Chung, and S. Kim, “pH-induced aggregation of gold nanoparticles for photothermal cancer therapy,” Journal of the American Chemical Society, vol. 131, no. 38, pp. 13639–13645, 2009. View at Publisher · View at Google Scholar · View at Scopus
  22. M. E. Wieder, D. C. Hone, M. J. Cook, M. M. Handsley, J. Gavrilovic, and D. A. Russell, “Intracellular photodynamic therapy with photosensitizer-nanoparticle conjugates: cancer therapy using a 'Trojan horse',” Photochemical & Photobiological Sciences, vol. 5, no. 8, pp. 727–734, 2006. View at Publisher · View at Google Scholar · View at Scopus
  23. N. Narband, S. Tubby, I. P. Parkin et al., “Gold nanoparticles enhance the toluidine blue-induced lethal photosensitisation of Staphylococcus aureus,” Current Nanoscience, vol. 4, no. 4, pp. 409–414, 2008. View at Publisher · View at Google Scholar · View at Scopus
  24. Y. Cheng, A. C. Samia, J. D. Meyers, I. Panagopoulos, B. Fei, and C. Burda, “Highly efficient drug delivery with gold nanoparticle vectors for in vivo photodynamic therapy of cancer,” Journal of the American Chemical Society, vol. 130, no. 32, pp. 10643–10647, 2008. View at Publisher · View at Google Scholar · View at Scopus
  25. D. Demberelnyamba, M. Ariunaa, and Y. K. Shim, “Newly synthesized water soluble Cholinium-Purpurin photosensitizers and their stabilized gold nanoparticles as promising anticancer agents,” International Journal of Molecular Sciences, vol. 9, no. 5, pp. 864–871, 2008. View at Publisher · View at Google Scholar · View at Scopus
  26. N. F. Gamaleia, E. D. Shishko, G. A. Dolinsky, A. B. Shcherbakov, A. V. Usatenko, and V. V. Kholin, “Photodynamic activity of hematoporphyrin conjugates with gold nanoparticles: experiments in vitro,” Experimental Oncology, vol. 32, no. 1, pp. 44–47, 2010. View at Scopus
  27. X. Liu, M. Atwater, J. Wang, and Q. Huo, “Extinction coefficient of gold nanoparticles with different sizes and different capping ligands,” Colloids and Surfaces B, vol. 58, no. 1, pp. 3–7, 2007. View at Publisher · View at Google Scholar · View at Scopus
  28. W. Jiang, B. Y. S. Kim, J. T. Rutka, and W. C. W. Chan, “Nanoparticle-mediated cellular response is size-dependent,” Nature Nanotechnology, vol. 3, no. 3, pp. 145–150, 2008. View at Publisher · View at Google Scholar · View at Scopus
  29. B. D. Chithrani, A. A. Ghazani, and W. C. W. Chan, “Determining the size and shape dependence of gold nanoparticle uptake into mammalian cells,” Nano Letters, vol. 6, no. 4, pp. 662–668, 2006. View at Publisher · View at Google Scholar · View at Scopus
  30. X. Ma, Y. Wu, S. Jin et al., “Gold nanoparticles induce autophagosome accumulation through size-dependent nanoparticle uptake and lysosome impairment,” ACS Nano, vol. 5, no. 11, pp. 8629–8639, 2011.
  31. Y. Shan, S. Ma, L. Nie et al., “Size-dependent endocytosis of single gold nanoparticles,” Chemical Communications, vol. 47, no. 28, pp. 8091–8093, 2011. View at Publisher · View at Google Scholar · View at Scopus
  32. B. Lkhagvadulam, J. H. Kim, I. Yoon, and Y. K. Shim, “Synthesis and photodynamic activities of novel water soluble purpurin-18-N-methyl-D-glucamine photosensitizer and its gold nanoparticles conjugate,” Journal of Porphyrins and Phthalocyanines, vol. 16, no. 4, pp. 331–340, 2012.
  33. K. M. Smith, D. A. Goff, and D. J. Simpson, “The meso substitution of chlorophyll derivatives: direct route for transformation of bacteriopheophorbides d into bacteriopheophorbides c,” Journal of the American Chemical Society, vol. 107, no. 17, pp. 4946–4954, 1985. View at Scopus
  34. G. Zheng, W. R. Potter, S. H. Camacho et al., “Synthesis, photophysical properties, tumor uptake, and preliminary in vivo photosensitizing efficacy of a homologous series of 3-(1′-alkyloxy)-ethyl-3-devinylpurpurin-18-N-alkylimides with variable lipophilicity,” Journal of Medicinal Chemistry, vol. 44, no. 10, pp. 1540–1559, 2001. View at Publisher · View at Google Scholar · View at Scopus
  35. T. Kim, K. Lee, M.-S. Gong, and S.-W. Joo, “Control of gold nanoparticle aggregates by manipulation of interparticle interaction,” Langmuir, vol. 21, no. 21, pp. 9524–9528, 2005. View at Publisher · View at Google Scholar · View at Scopus
  36. Y.-H. Chen, C.-Y. Tsai, P.-Y. Huang et al., “Methotrexate conjugated to gold nanoparticles inhibits tumor growth in a syngeneic lung tumor model,” Molecular Pharmaceutics, vol. 4, no. 5, pp. 713–722, 2007. View at Publisher · View at Google Scholar · View at Scopus
  37. Y. Cheng, J. D. Meyers, A.-M. Broome, M. E. Kenney, J. P. Basilion, and C. Burda, “Deep penetration of a PDT drug into tumors by noncovalent drug-gold nanoparticle conjugates,” Journal of the American Chemical Society, vol. 133, no. 8, pp. 2583–2591, 2011. View at Publisher · View at Google Scholar · View at Scopus
  38. J. C. Y. Kah, R. C. Y. Wan, K. Y. Wong, S. Mhaisalkar, C. J. R. Sheppard, and M. Olivo, “Combinatorial treatment of photothermal therapy using gold nanoshells with conventional photodynamic therapy to improve treatment efficacy: an in vitro study,” Lasers in Surgery and Medicine, vol. 40, no. 8, pp. 584–589, 2008. View at Publisher · View at Google Scholar · View at Scopus
  39. W.-S. Kuo, C.-N. Chang, Y.-T. Chang et al., “Gold nanorods in photodynamic therapy, as hyperthermia agents, and in near-infrared optical imaging,” Angewandte Chemie International Edition, vol. 49, no. 15, pp. 2711–2715, 2010. View at Publisher · View at Google Scholar · View at Scopus
  40. X.-M. Jiang, L.-M. Wang, and C.-Y. Chen, “Cellular uptake, intracellular trafficking and biological responses of gold nanoparticles,” Journal of the Chinese Chemical Society, vol. 58, no. 3, pp. 273–281, 2011.