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Bioinorganic Chemistry and Applications
Volume 2014 (2014), Article ID 952632, 7 pages
http://dx.doi.org/10.1155/2014/952632
Research Article

Effect of Some Substituents Increasing the Solubility of Zn(II) and Al(III) Phthalocyanines on Their Photophysical Properties

1Institute of Chemical Biology and Fundamental Medicine, Siberian Branch of the Russian Academy of Sciences, Lavrentiev Avenue 8, Novosibirsk 630090, Russia
2Institut für Physik, Photobiophysik, Humboldt-Universität zu Berlin, Newtonstraße 15, 12489 Berlin, Germany
3Institute of Organic Intermediates and Dyes, B. Sadovaya 1/4, Moscow 123995, Russia

Received 29 May 2014; Accepted 4 August 2014; Published 11 September 2014

Academic Editor: Francesco P. Fanizzi

Copyright © 2014 A. A. Chernonosov 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. H. Ali and J. E. van Lier, “Porphyrins and phthalocyanines as photosensitizers and radiosensitizers,” in Handbook of Porphyrin Science with Applications to Chemistry, Physics, Materials Science, Engineering, Biology and Medicine, K. M. Kadish, K. M. Smith, and R. Guilard, Eds., World Scientific, Singapore, 2010. View at Google Scholar
  2. E. A. Lukyanets, “Phthalocyanines as photosensitizers in the photodynamic therapy of cancer,” Journal of Porphyrins and Phthalocyanines, vol. 3, no. 6-7, pp. 424–432, 1999. View at Google Scholar · View at Scopus
  3. R. Bonnett, Chemical Aspects of Photodynamic Therapy, Gordon and Breach Science Publishers, Amsterdam, The Netherlands, 2000.
  4. J. G. Levy, “Photosensitizers in photodynamic therapy,” Seminars in Oncology, vol. 21, supplemen 15, no. 6, pp. 4–10, 1994. View at Google Scholar · View at Scopus
  5. R. Langlois, H. Ali, N. Brasseur, J. R. Wagner, and J. E. van Lier, “Biological activities of phythalocyanines—IV. Type II sensitized photooxidation of L-tryptophan and cholesterol by sulfonated metallo phthalocyanines,” Photochemistry and photobiology, vol. 44, no. 2, pp. 117–123, 1986. View at Publisher · View at Google Scholar · View at Scopus
  6. M. Hu, N. Brasseur, S. Zeki Yildiz, J. E. van Lier, and C. C. Leznoff, “Hydroxyphthalocyanines as potential photodynamic agents for cancer therapy,” Journal of Medicinal Chemistry, vol. 41, no. 11, pp. 1789–1802, 1998. View at Publisher · View at Google Scholar · View at Scopus
  7. J. D. Spikes, “Phthalocyanines as photosensitizers in biological systems and for the photodynamic therapy of tumors,” Photochemistry and photobiology, vol. 43, no. 6, pp. 691–699, 1986. View at Publisher · View at Google Scholar · View at Scopus
  8. G. Jori, “Far-red-absorbing photosensitizers: their use in the photodynamic therapy of tumours,” Journal of Photochemistry and Photobiology A Chemistry, vol. 62, no. 3, pp. 371–378, 1992. View at Publisher · View at Google Scholar · View at Scopus
  9. H. Abramczyk and I. Szymczyk, “Aggregation of phthalocyanine derivatives in liquid solutions and human blood,” Journal of Molecular Liquids, vol. 110, no. 1–3, pp. 51–56, 2004. View at Publisher · View at Google Scholar · View at Scopus
  10. N. A. Kuznetsova, N. S. Gretsova, V. M. Derkacheva, O. L. Kaliya, and E. A. Lukyanets, “Sulfonated phthalocyanines: aggregation and singlet oxygen quantum yield in aqueous solutions,” Journal of Porphyrins and Phthalocyanines, vol. 7, no. 3, pp. 147–154, 2003. View at Publisher · View at Google Scholar · View at Scopus
  11. E. A. Lukyanets and V. N. Nemykin, “The key role of peripheral substituents in the chemistry of phthalocyanines and their analogs,” Journal of Porphyrins and Phthalocyanines, vol. 14, no. 1, pp. 1–40, 2010. View at Publisher · View at Google Scholar · View at Scopus
  12. N. Brasseur, R. Ouellet, C. la Madeleine, and J. van Lier, “Water soluble aluminium phthalocyanine-polymer conjugates for PDT: photodynamic activities and pharmacokinetics in tumour bearing mice,” British Journal of Cancer, vol. 80, no. 10, pp. 1533–1541, 1999. View at Publisher · View at Google Scholar · View at Scopus
  13. M. Soncin, A. Busetti, R. Biolo et al., “Photoinactivation of amelanotic and melanotic melanoma cells sensitized by axially substituted Si-naphthalocyanines,” Journal of Photochemistry and Photobiology B, vol. 42, no. 3, pp. 202–210, 1998. View at Publisher · View at Google Scholar · View at Scopus
  14. E. A. Cuellar and T. J. Marks, “Synthesis and characterization of metallo and metal-free octaalkylphthalocyanines and uranyl decaalkylsuperphthalocyanines,” Inorganic Chemistry, vol. 20, no. 11, pp. 3766–3770, 1981. View at Publisher · View at Google Scholar · View at Scopus
  15. K. Sakamoto, T. Kato, E. Ohno-Okumura, M. Watanabe, and M. J. Cook, “Synthesis of novel cationic amphiphilic phthalocyanine derivatives for next generation photosensitizer using photodynamic therapy of cancer,” Dyes and Pigments, vol. 64, no. 1, pp. 63–71, 2005. View at Publisher · View at Google Scholar · View at Scopus
  16. A. M. Sevim, C. Ilgün, and A. Gül, “Preparation of heterogeneous phthalocyanine catalysts by cotton fabric dyeing,” Dyes and Pigments, vol. 89, no. 2, pp. 162–168, 2011. View at Publisher · View at Google Scholar · View at Scopus
  17. S. A. Mikhalenko, L. I. Solov′eva, and E. A. Luk′yanets, “Phthalocyanines and related compounds: XXXVIII. Synthesis of symmetric taurine- and choline-substituted phthalocyanines,” Russian Journal of General Chemistry, vol. 74, no. 11, pp. 1775–1800, 2004. View at Publisher · View at Google Scholar · View at Scopus
  18. O. Korth, T. Hanke, I. Rückmann, and B. Röder, “High sensitive and spatially resolved absorption/fluorescence measurements on ultrathin Langmuir-Blodgett-films,” Experimental Technique of Physics, vol. 41, no. 1, pp. 25–36, 1995. View at Google Scholar
  19. S. Oelckers, M. Sczepan, T. Hanke, and B. Röder, “Time-resolved detection of singlet oxygen luminescence in red cell ghost suspensions,” Journal of Photochemistry and Photobiology B: Biology, vol. 39, no. 3, pp. 219–223, 1997. View at Publisher · View at Google Scholar · View at Scopus
  20. W. Spiller, H. Kliesch, D. Wöhrle, S. Hackbarth, B. Röder, and G. Schnurpfeil, “Singlet oxygen quantum yields of different photo-sensitizers in polar solvents and micellar solutions,” Journal of Porphyrins and Phthalocyanines, vol. 2, no. 2, pp. 145–158, 1998. View at Google Scholar · View at Scopus
  21. A. Paul, S. Hackbarth, A. Mölich et al., “Comparative study of the photosensitization of Jurkat cells in vitro by pheophorbide-a and a pheophorbide-a diaminobutane poly-propylene-imine dendrimer complex,” Laser Physics, vol. 13, no. 1, pp. 22–29, 2003. View at Google Scholar · View at Scopus
  22. I. Rückmann, A. Zeug, R. Herter, and B. Röder, “On the influence of higher excited states on the ISC quantum yield of octa-aL-alkyloxy-substituted Zn-phthalocyanine molecules studied by nonlinear absorption,” Photochemistry and Photobiology, vol. 66, no. 5, pp. 576–584, 1997. View at Publisher · View at Google Scholar · View at Scopus
  23. A. A. Gorman and M. A. J. Rodgers, “Lifetime and reactivity of singlet oxygen in an aqueous micellar system: a pulsed nitrogen laser study,” Chemical Physics Letters, vol. 55, no. 1, pp. 52–54, 1978. View at Google Scholar · View at Scopus
  24. M. Regehly, K. Greish, F. Rancan, H. Maeda, F. Böhm, and B. Röder, “Water-soluble polymer conjugates of ZnPP for photodynamic tumor therapy,” Bioconjugate Chemistry, vol. 18, no. 2, pp. 494–499, 2007. View at Publisher · View at Google Scholar · View at Scopus