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BioMed Research International
Volume 2013, Article ID 125658, 11 pages
http://dx.doi.org/10.1155/2013/125658
Review Article

Two-Photon Photodynamic Therapy by Water-Soluble Self-Assembled Conjugated Porphyrins

1Graduate School of Materials Science, Nara Institute of Science and Technology, 8916-5 Takayama, Ikoma, Nara 630-0101, Japan
2Interdisciplinary Graduate School of Medicine and Engineering, University of Yamanashi, 4-3-11 Takeda, Kofu, Yamanashi 400-8511, Japan
3Institute of Advanced Energy, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan

Received 26 July 2012; Revised 19 September 2012; Accepted 24 September 2012

Academic Editor: Kristjan Plaetzer

Copyright © 2013 Kazuya Ogawa and Yoshiaki Kobuke. 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. J. Moan and Q. Peng, “An outline of the history of PDT,” in Photodynamic Therapy, T. Patrice, Ed., The Royal Society of Chemistry, Cambridge, Mass, USA, 2004. View at Google Scholar
  2. R. W. Waynant, “Lasers in medicine,” in Electrooptics Handbook, M. N. Ediger, Ed., Chapter 24, McGraw-Hill, New York, NY, USA, 1993. View at Google Scholar
  3. J. D. Bhawalkar, G. S. He, and P. N. Prasad, “Nonlinear multiphoton processes in organic and polymeric materials,” Reports on Progress in Physics, vol. 59, article 1041, 1996. View at Publisher · View at Google Scholar
  4. C. R. Shea, Y. Hefetz, R. Gillies, J. Wimberly, G. Dalickas, and T. Hasan, “Mechanistic investigation of doxycycline photosensitization by picosecond-pulsed and continuous wave laser irradiation of cells in culture,” Journal of Biological Chemistry, vol. 265, no. 11, pp. 5977–5982, 1990. View at Google Scholar · View at Scopus
  5. P. Lenz, “In vivo excitation of photosensitizers by infrared light,” Photochemistry and Photobiology, vol. 62, no. 2, pp. 333–338, 1995. View at Publisher · View at Google Scholar
  6. J. D. Bhawalkar, N. D. Kumar, C. F. Zhao, and P. N. Prasad, “Two-photon photodynamic therapy,” Journal of Clinical Laser Medicine and Surgery, vol. 15, no. 5, pp. 201–204, 1997. View at Google Scholar · View at Scopus
  7. W. G. Fisher, W. P. Partridge, C. Dees, and E. A. Wachter, “Simultaneous two-photon activation of type-I photodynamic therapy agents,” Photochemistry and Photobiology, vol. 66, no. 2, pp. 141–155, 1997. View at Publisher · View at Google Scholar
  8. R. L. Goyan and D. T. Cramb, “Near-infrared two-photon excitation of protoporphyrin IX: photodynamics and photoproduct generation,” Photochemistry and Photobiology, vol. 72, no. 6, pp. 821–. 827, 2000. View at Publisher · View at Google Scholar
  9. A. Karotki, M. Khurana, J. R. Lepock, and B. C. Wilson, “Simultaneous two-photon excitation of photofrin in relation to photodynamic therapy,” Photochemistry and Photobiology, vol. 82, no. 2, pp. 443–452, 2006. View at Publisher · View at Google Scholar · View at Scopus
  10. K. Ogawa, H. Hasegawa, Y. Inaba et al., “Water-soluble bis(imidazolylporphyrin) self-assemblies with large two-photon absorption cross sections as potential agents for photodynamic therapy,” Journal of Medicinal Chemistry, vol. 49, no. 7, pp. 2276–2283, 2006. View at Publisher · View at Google Scholar · View at Scopus
  11. J. T. Dy, K. Ogawa, A. Satake, A. Ishizumi, and Y. Kobuke, “Water-soluble self-assembled butadiyne-bridged bisporphyrin: a potential two-photon-absorbing photosensitizer for photodynamic therapy,” Chemistry, vol. 13, no. 12, pp. 3491–3500, 2007. View at Publisher · View at Google Scholar · View at Scopus
  12. K. Ogawa, J. Dy, Y. Kobuke, S. Ogura, and I. Okura, “Singlet oxygen generation and photocytotoxicity against tumor cell by two-photon absorption,” Molecular Crystals and Liquid Crystals, vol. 471, no. 1, pp. 61–67, 2007. View at Publisher · View at Google Scholar
  13. S. Kim, T. Y. Ohulchanskyy, H. E. Pudavar, R. K. Pandey, and P. N. Prasad, “Organically modified silica nanoparticles co-encapsulating photosensitizing drug and aggregation-enhanced two-photon absorbing fluorescent dye aggregates for two-photon photodynamic therapy,” Journal of the American Chemical Society, vol. 129, no. 9, pp. 2669–2675, 2007. View at Publisher · View at Google Scholar · View at Scopus
  14. H. A. Collins, M. Khurana, E. H. Moriyama et al., “Blood-vessel closure using photosensitizers engineered for two-photon excitation,” Nature Photonics, vol. 2, no. 7, pp. 420–424, 2008. View at Publisher · View at Google Scholar · View at Scopus
  15. E. Dahlstedt, H. A. Collins, M. Balaz et al., “One- and two-photon activated phototoxicity of conjugated porphyrin dimers with high two-photon absorption cross sections,” Organic and Biomolecular Chemistry, vol. 7, no. 5, pp. 897–904, 2009. View at Publisher · View at Google Scholar · View at Scopus
  16. T. Gallavardin, C. Armagnat, O. Maury et al., “An improved singlet oxygen sensitizer with two-photon absorption and emission in the biological transparency window as a result of ground state symmetry-breaking,” Chemical Communications, vol. 48, no. 11, pp. 1689–1691, 2012. View at Publisher · View at Google Scholar
  17. K. Ogawa, A. Ohashi, Y. Kobuke, K. Kamada, and K. Ohta, “Strong Two-Photon Absorption of Self-Assembled Butadiyne-Linked Bisporphyrin,” Journal of the American Chemical Society, vol. 125, no. 44, pp. 13356–13357, 2003. View at Publisher · View at Google Scholar · View at Scopus
  18. K. Ogawa, A. Ohashi, Y. Kobuke, K. Kamada, and K. Ohta, “Two-photon absorption properties of self-assemblies of butadiyne-linked bis(imidazolylporphyrin),” Journal of Physical Chemistry B, vol. 109, no. 46, pp. 22003–22012, 2005. View at Publisher · View at Google Scholar · View at Scopus
  19. M. A. Rodgers and P. T. Snowden, “Lifetime of oxygen (O2(1.DELTA.g)) in liquid water as determined by time-resolved infrared luminescence measurements,” Journal of the American Chemical Society, vol. 104, no. 20, pp. 5541–5543, 1982. View at Publisher · View at Google Scholar
  20. P. R. Ogilby and C. S. Foote, “Chemistry of singlet oxygen. 42. Effect of solvent, solvent isotopic substitution, and temperature on the lifetime of singlet molecular oxygen (1Δg),” Journal of the American Chemical Society, vol. 105, no. 11, pp. 3423–3430, 1983. View at Google Scholar · View at Scopus
  21. C. Schweitzer and R. Schmidt, “Physical mechanisms of generation and deactivation of singlet oxygen,” Chemical Reviews, vol. 103, no. 5, pp. 1685–1757, 2003. View at Google Scholar · View at Scopus
  22. P. K. Frederiksen, S. P. McIlroy, C. B. Nielsen et al., “Two-photon photosensitized production of singlet oxygen in water,” Journal of the American Chemical Society, vol. 127, no. 1, pp. 255–269, 2005. View at Publisher · View at Google Scholar · View at Scopus
  23. B. A. Lindig, M. A. J. Rodgers, and A. P. Schaap, “Determination of the lifetime of singlet oxygen in D2O using 9,10-anthracenedipropionic acid, a water-soluble probe,” Journal of the American Chemical Society, vol. 102, no. 17, pp. 5590–5593, 1980. View at Google Scholar · View at Scopus
  24. M. A. Oar, J. M. Serin, W. R. Dichtel, J. M. J. Fréchet, T. Y. Ohulchanskyy, and P. N. Prasad, “Photosensitization of singlet oxygen via two-photon-excited fluorescence resonance energy transfer in a water-soluble dendrimer,” Chemistry of Materials, vol. 17, no. 9, pp. 2267–2275, 2005. View at Publisher · View at Google Scholar · View at Scopus