Significant increase in the water dispersibility of zinc phthalocyanine nanowires and applications in cancer phototherapy

NPG Asia Materials

Volumn 4, Issue 4, 2012, Pages

  Moon, Hye Kyung ^a   Son, Minhyeok ^a   Park, Ji Eun ^a   Yoon, Seok Min ^a   Lee, Sang Ho ^b   Choi, Hee Cheul ^a  

^a Pohang University of Science and Technology (POSTECH)   (South Korea)

^b Kosin University College of Medicine   (South Korea)

Author keywords

Nanowire; Photosensitizer; Phototherapy; Zinc phthalocyanine

Indexed keywords

EID: 84862677097     PISSN: 18844049     EISSN: 18844057     Source Type: Journal    
DOI: 10.1038/am.2012.22     Document Type: Article

References (41)

1. Dolmans, D. E. J. G. J., Fukumura, D. & Jain, R. K. Photodynamic therapy for cancer. Nat. Rev. Cancer 3, 380-387 (2003). (Pubitemid 37328858)
2. Oleinick, N. L., Morris, R. L. & Belichenko, I. The role of apoptosis in response to phtodynamic therapy: what, where, why, and how. Photochem. Photobiol. Sci. 1, 1-21 (2002). (Pubitemid 37069701)
3. O'Connor, A. E., Gallagher, W. M. & Byrne, A. T. Porphyrin and nonporphyrin photosensitizers in oncology: preclinical and clinical advances in photodynamic therapy. Phtochem. Photobiol. 85, 1053-1074 (2009).
4. Josefsen, L. B. & Boyle, R. W. Photodynamic therapy and the development of metalbased photosensitisers. Met. Based Drugs 276109-276132 (2008).
5. Triesscheijn, M., Baas, P., Schellens, J. H. M. & Stewart, F. A. Photodynamic therapy in oncology. Oncologist 11, 1034-1044 (2006). (Pubitemid 44564813)
6. Juzeniene, A., Peng, Q. & Moan, J. Milestones in the development of photodynamic therapy and fluorescence diagnosis. Photochem. Photobiol. Sci. 6, 1234-1245 (2007). (Pubitemid 350191101)
7. Allen, C. M., Sharman, W. M. & Lier, J. E. V. A. N. Current status of phthalocyanines in the photodynamic therapy of cancer. Porphyr. Phthalocyanines 5, 161-169 (2001). (Pubitemid 32125237)
8. Owens, J. W., Smith, R., Robinson, M. & Robins, M. Photophysical properties of porphyrins, phthalocyanines and benzochlorins. Inorg. Chem. Acta 279, 226-231 (1998). (Pubitemid 128351945)
9. Dhami, S. & Phillips, D. Comparison of the photophysics of an aggregating and nonaggregating aluminium phthalocyanine system incorporated into unilamellar vesicles. J. Photochem. Photobiol. A 100, 77-84 (1996). (Pubitemid 126165909)
10. Ribeiro, A. O., Tome, J. P. C., Neves, M. P. M. S., Tome, A. C., Cavaleiro, J. A., Iamamoto, Y. & Torres, T. [1,2,3,4-Tetrakis(a/b-d- galactopyranos-6-yl) phthalocyaninato] zinc(II): a water-soluble phthalocyanine. Tetrahedron Lett. 47, 9177-9180 (2006). (Pubitemid 44794519)
11. Atilla, D., Saydan, N., Durmus, M., Gurek, A. G., Khan, T., Ruck, A., Walt, H., Nyokong, T & Ahsen, V Synthesis and photodynamic potential of tetra-and octa-triethyleneoxysulfonyl substituted zinc phthalocyanines. J. Photochem. Photobiol. A 186, 298-307 (2007).
12. Maranho, D. S., Lima, R. G., Primo, F. L., Silva, R. S. & Tedesco, A. C. Photoinducednitiric oxide and singlet oxygen release from ZnPc liposome vehicle associated with thenitrosyl ruthenium complex: synergistic effects in photodynamic therapy application. Photochem. Photobiol. 85, 705-713 (2008).
13. Primo, F., Rodrigues, M. M. A., Simioni, A. R., Bentley, M. V. L. B., Morais, P. C. & Tedesco, A. C. In vitro studies of cutaneous retention of magnetic nanoemulsion loaded with zinc phthalocyanine for synergic use in skin cancer treatment. J. Magn. Magn. Mater. 320, e211-e214 (2008).
14. Chatterjee, D. K., Fong, L. S. & Zhang, Y. Nanoparticles in photodynamic therapy: an emerging paradigm.. Adv. Drug Deliver Rev. 60, 1627-1637 (2008).
15. Ogunsipe, A., Chen, J.-Y. & Nyokong, T. Photophysical and photochemical studies of zinc. New J. Chem. 28, 822-827 (2004).
16. Yoon, S. M., Hwang, I.-C., Shin, N., Ahn, D., Lee, S. J., Lee, J. Y. & Choi, H. C Vaporization-condensation-recrystallization process-mediated synthesis of helical m-aminobenzoic acid nanobelts. Langmuir 23, 11875-11882 (2007). (Pubitemid 350133039)
17. Shin, H. S., Yoon, S. M., Tang, Q., Chon, B., Joo, T. & Choi, H. C. Highly selective synthesis of C60 disks on graphite substrate by a vapor-solid process. Angew. Chem. Int. Ed. 47, 693-696 (2008).
18. Yoon, S. M., Hwang, I. C., Kim, K. S. & Choi, H. C. Synthesis of single-crystal tetra(4-phyridyl)porphyrin rectangular nanotubes in the vapor phase. Angew. Chem. Int. Ed. 48, 2506-2509 (2009).
19. Yoon, S. M., Lee, J., Je, J. H., Choi, H. C. & Yoon, M. Optical waveguiding and lasing action in porphyrin rectangular microtube with subwavelength wall thicknesses. ACS Nano 5, 2923-2929 (2011).
20. Iwatsu, F. Crystal behavior of zinc phthalocyanine films in alchols. J. Cryst. Growth 71, 629-638 (1985).
21. Iwatsu, F., Kobayashi, T. & Uyeda, N. Solvent effects on crystal growth and transformation of zinc phthalocyanine. J. Phys. Chem. 84, 3223-3230 (1980).
22. Senthilarasu, S., Hahn, Y. B. & Lee, S.-H. Structural analysis of zinc phthalocyanine (ZnPc) thin films: X-ray diffraction study. J. Appl. Phys. 102, 043512-043516 (2007).
23. Senthilarasu, S., Velumani, S., Sathyamoorthy, R., Subbarayan, A., Ascencio, J. A., Canizal, G., Sebastian, P. J., Chavez, J. A. & Perez, R. Characterization of zinc phthalocyanine (ZnPc) for photovoltaic applications. Appl. Phys. A 77, 383-389 (2003).
24. Zeyada, H. M. & El-Nahass, M. M. Electrical properties and dielectric relaxation of thermally evaporated zinc phthalocyanine thin films. Appl. Surf. Sci. 254, 1852-1858 (2008).
25. Maggioni, G., Quaranta, A., Carturan, S., Patelli, A., Tonezzer, M., Ceccato, R. & Mea, G.D. Deposition of copper phthalocyanine films by glow-discharge-induced sublimation. Chem. Mater. 17, 1895-1904 (2005). (Pubitemid 40625809)
26. Saini, G. S. S., Singh, S., Kaur, S., Kumar, R., Sathe, V. & Tripathi, S. K. Zinc phthalocyanine thin film and chemical analyte interaction studies by density functional theory and vibrational techniques. J. Phys. Condens. Matter 21, 225006-225015 (2009).
27. Kobayashi, T., Fujiyoshi, Y., Iwatsu, F., Uyeda, N. & High-resolution, TEM Images of zinc phthalocyanine polymorphs in thin films. Acta Crystallogr. A37, 692-697 (1981).
28. Xiao, K., Li, R., Tao, J., Payzant, E. A., Ivanov, I. N., Puretzky, A. A., Hu, W. & Geohegan, D. B. Metastable copper-phthalocyanine single-crystal nanowires and their use in fabricating high-performance field-effect transistors. Adv. Funct. Mater. 19, 3776-3780 (2009).
29. Guo, Z., Chen, B., Zhang, M., Mu, J., Shao, C. & Liu, Y. Zinc phthalocyanine hierarchical nanostructure with hollow interior space: solvent-thermal synthesis and high visiblephotocatalytic property. J. Colloid. Interface Sci. 348, 37-42 (2010).
30. Stymne, B., Sauvage, F. X. & Wettermark, G. A spectroscopic study of the complexation of ethanol and phenol. Spectrochim. Acta 35, 1195-1201 (1979).
31. Marchon, B., Carrazza, J., Heinemann, H. & Somorjai, G. A. TPD and XPS studies of O2, CO2, and H2O adsorption on clean polycrystalline graphite. Carbon 26, 507-514 (1988). (Pubitemid 18646144)
32. Chiba, K., Ohmori, R., Tanigawa, H., Yoneoka, T. & Tanaka, S. H2O trapping on various materials studied by AFM and XPS. Fusion Eng. Des. 49, 791-797 (2000). (Pubitemid 32087194)
33. Cui, L.-Y., Yang, J., Fu, Q., Zhao, B.-Z., Tian, L. & Yu, H.-L. Synthesis, crystal structureand characterization of a new zinc phthalocyanine complex. J. Mol. Struct. 827, 149-154 (2007). (Pubitemid 46161537)
34. Soldatova, A. V., Kim, J., Peng, X., Rosa, A., Ricciardi, G., Kenney, M. E. & Rodgers, M. A. J. Effects of benzoannulation and alpha-octabutoxy substitution on the photophysical behavior of nickel phthalocyanines: a combined experimental and DFT/TDDFT study. Inorg. Chem. 46, 2080-2093 (2007).
35. Zhang, M., Murakami, T., Ajima, K., Tsuchida, K., Sandanayaka, A. S. D., Ito, O., Iijima, S. & Yudasaka, M. Fabrication of ZnPc/protein nanohorns for double photodynamic and hyperthermic cancer phototherapy. Proc. Natl Acad. Sci. USA 105, 14773-14778 (2008).
36. Kuo, W.-S., Chang, C.-N., Chang, Y.-T., Yang, M.-H., Chien, Y.-H., Chen, S.-J. & Yeh, C.-S. Gold nanorods in photodynamic therapy, as hyperthermia agents and in near-infrared optical imaging. Angew. Chem. Int. Ed. 49, 2711-2715 (2010).
37. Braydich-Stolle, L. K., Lucas, B., Schrand, A., Murdock, R. C., Lee, T., Schlager, J. J., Hussain, S. M. & Hofmann, M.-C. Silver nanoparticles disrupt GDNF/Fyn kinase signaling in spermatogonial stem cells. Toxicol. Sci. 116, 577-589 (2010).
38. Weissleder., R. A clearer vision for in vivo imaging. Nat. Biotech. 19, 316 (2001).
39. Sternlicht, H., Nieman, G. C. & Robinson., G. W. Triplet-triplet annihilation and delayed fluorescence in molecular aggregates. J. Chem. Phys. 38, 1326-1335 (1963).
40. Palys, B. J., Puppels, G. J., van den Ham, D. & Feil, D. Raman spectra of zinc phthalocyanine monolayers adsorbed on glassy carbon and gold electrodes by application of a confocal Raman microspectrometer. J. Electroanal. Chem. 326, 105-112 (1992).
41. Majno, G. & Joris, I. Apoptosis, oncosis, and necrosis an overview of cell death. Am. J.Pathol. 146, 3-15 (1995).