Photodynamic therapy: Tumor targeting with adenoviral proteins

Photochemistry and Photobiology

Volumn 70, Issue 4, 1999, Pages 512-523

  Allen, Cynthia M ^a   Sharman, Wesley M ^a   La Madeleine, Carole ^a   Weber, Joseph M ^a   Langlois, Réjean ^a   Quellet, Réné ^a   Van Lier, Johan E ^a  

^a UNIVERSITY OF SHERBROOKE   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOVIRIDAE; HUMAN ADENOVIRUS TYPE 2; MIRIDAE; MURINAE;

DRUG VEHICLE; INDOLE DERIVATIVE; ORGANOMETALLIC COMPOUND; PHOTOSENSITIZING AGENT; TETRASULFOPHTHALOCYANINE ALUMINUM; TRYPTOPHAN;

ANIMAL; ARTICLE; BAGG ALBINO MOUSE; CELL CULTURE; EXPERIMENTAL NEOPLASM; HUMAN; MASTADENOVIRUS; METHODOLOGY; MOUSE; NEOPLASM; PHOTOCHEMISTRY; PHOTOCHEMOTHERAPY; RADIATION EXPOSURE; VEHICLES; VIRUS CAPSID;

ANIMALS; CAPSID; HUMANS; INDOLES; MASTADENOVIRUS; MICE; MICE, INBRED BALB C; NEOPLASMS; NEOPLASMS, EXPERIMENTAL; ORGANOMETALLIC COMPOUNDS; PHOTOCHEMISTRY; PHOTOCHEMOTHERAPY; PHOTOSENSITIZING AGENTS; TRYPTOPHAN; TUMOR CELLS, CULTURED; VEHICLES;

EID: 0033212492     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1751-1097.1999.tb08246.x     Document Type: Conference Paper

References (96)

1. Fuchs, J. and J. Thiele (1998) The role of oxygen in cutaneous photodynamic therapy. Free Radicals Biol. Med. 24, 835-847.
2. Lee, S. K., I. J. Forbes and W. H. Betts (1984) Oxygen dependency of photocytotoxicity with hematoporphyrin derivative. Photochem. Photobiol. 39, 631-634.
3. Mitchell, J. B., S. McPherson and W. DeGraff (1985) Oxygen dependence of hematoporphyrin derivative induced photoinactivation of Chinese hamster cells. Cancer Res. 45, 2008-2011.
4. 2) generated by irradiation of benzoporphyrin derivative monoacid ring A. Photochem. Photobiol. 65, 818-827.
5. Gantchev, T. G., I. J. Urumov, D. J. Hunting and J. E. van Lier (1994) Photocytotoxicity and intracellular generation of free radicals by tetrasulphonated Al- and Zn-phthalocyanines. Int. J. Radiat. Biol. 65, 289-298.
6. Parker, J. G. (1987) Optical monitoring of singlet oxygen generation during photodynamic treatmenl of tumors. IEEE Circuits and Devices, 3, pp. 10-21.
7. Thomas, J. P. and A. W. Girotti (1988) Photogeneration of singlet oxygen by membrane-bound hematoporphyrin derivative. Photochem. Photobiol. 47, 47S.
8. Fu, Y. and J. R. Kanofsky (1995) Singlet oxygen generation from liposomes: a comparison of time-resolved 1270 nm emission with singlet-oxygen kinetics calculated from a one dimensional model of singlet-oxygen diffusion and quenching. Photochem. Photobiol. 62, 692-702.
9. Gorman, A. A. and M. A. J. Rodgers (1992) Current perspectives of singlet oxygen detection in biological environments. J. Photochem. Photobiol. B Biol. 14, 159-176.
10. Agarwal, R., S. I. A. Zaidi, M. Athar, D. R. Bickers and H. Mukhtar (1992) Photodynamic effects of chloroaluminum phthalocyanine tetrasulfonate are mediated by singlet oxygen: in vivo and in vitro studies utilizing hepatic microsomes as a model membrane source. Arch. Biochem. Biophys. 294, 30-37.
11. Agarwal, R., M. Athar, D. R. Bickers and H. Mukhtar (1990) Evidence for the involvement of singlet oxygen in the photodestruction by chloroaluminum phthalocyanine tetrasulfonate. Biochem. Biophys. Res. Commun. 173, 34-41.
12. Henderson, B. W. and A. C. Miller (1986) Effects of scavengers of reactive oxygen and radical species on cell survival following photodynamic treatment in vitro: comparison to ionizing radiation. Radiat. Res. 108, 196-205.
13. Philips, D. (1997) Chemical mechanisms in photodynamic therapy with phthalocyanines. Prog. React. Kinet. 22, 175-300.
14. Takemura, T., N. Ohta, S. Nakajima and I. Sakata (1989) Critical importance of the triplet lifetime of the photosensitizer in photodynamic therapy of tumors. Photochem. Photobiol. 50, 339-344.
15. Foote, C. S. (1991) Guest editorial: definition of type I and type II photosensitized oxidation. Photochem. Photobiol. 54, 659.
16. Foote, C. S. (1976) Photosensitized oxidation and singlet oxygen: consequences in biological systems. In Free Radicals in Biology, Vol. II (Edited by W. A. Pryor), pp. 85-133. Academic Press, New York.
17. Singh, A. (1982) Chemical and biochemical aspects of superoxide radicals and related species of activated oxygen. Can. J. Physiol. Pharmacol. 60, 1330-1345.
18. +) molecular oxygen in solutions. Chem. Phys. Lett. 81, 443-445.
19. Baker, A. and J. R. Kanofsky (1992) Quenching of singlet oxygen by biomolecules from L1210 leukemia cells. Photochem. Photobiol. 55, 523-528.
20. Moan, J. and E. Boye (1981) Photodynamic effect on DNA and cell survival of human cells sensitized with hematoporphyrin. Photobiochem. Photobiophys. 1, 301-307.
21. Moan, J. (1990) On the diffusion length of singlet oxygen in cells and tissues. J. Photochem. Photobiol. B Biol. 6, 343-344.
22. Hamblin, M. R. and E. L. Newman (1994) On the mechanism of tumour-localising effect in photodynamic therapy. J. Photochem. Photobiol. B Biol. 23, 3-8.
23. Rosenthal, I. (1991) Phthalocyanines as photodynamic sensitizers. Photochem. Photobiol. 53, 859-870.
24. Ricchelli, F. (1995) Photophysical properties of porphyrins in biological membranes. J. Photochem. Photobiol. B Biol. 29, 109-118.
25. Hoebeke, M. (1995) The importance of liposomes as models and tools in the understanding of photosensitization mechanisms. J. Photochem. Photobiol. B Biol. 28, 189-196.
26. Ginevra, F., S. Bifflanti, A. Pagnan, R. Biolo, E. Reddi and G. Jori (1990) Delivery of the tumour photosensitizer zinc(II) phthalocyanine to serum proteins by different liposomes: studies in vitro and in vivo. Cancer Lett. 49, 59-65.
27. Rensen, P. C. N., W. G. Lowe and P. W. Taylor (1994) In vitro interaction of zinc(II)-phthalocyanine-containing liposomes and plasma lipoproteins. J. Photochem. Photobiol. B Biol. 26, 29-35.
28. Versluis, A. J., P. C. N. Rensen, M. E. Kuipers, W. G. Love and P. W. Taylor (1994) Interaction between zinc(II)-phthalocyanine-containing liposomes and human low density lipoproteins. J. Photochem. Photobiol. B Biol. 23, 141-148.
29. Reddi, E. (1997) Role of delivery vehicles for photosensitizers in the photodynamic therapy of tumours. J. Photochem. Photobiol. B Biol. 37, 189-195.
30. Morgan, A., G. M. Garbo, R. W. Keck and S. H. Selman (1988) New photosensitizers for photodynamic therapy: combined effect of metallopurpurin derivatives and light on transplantable bladder tumors. Cancer Res. 48, 194-198.
31. Woodburn, K., C. K. Chang, S. Lee, B. Henderson and D. Kessel (1994) Biodistribution and PDT efficacy of a ketochlorin photosensitizer as a function of the delivery vehicle. Photochem. Photobiol. 60, 154-159.
32. Obochi, M. O. K., R. W. Boyle and J. E. van Lier (1993) Biological activities of phthalocyanines. XIII. The effects of human serum components on the in vitro uptake and photodynamic activity of zinc phthalocyanine. Photochem. Photobiol. 57, 634-640.
33. Soncin, M., L. Polo, E. Reddi, G. Jori, M. E. Kenney, G. Cheng and M. A. J. Rodgers (1995) Effect of axial ligation and delivery system on the tumour-localising and photosensitising properties of Ge(IV)-octabutoxy-phthalocyanine. Br. J. Cancer 71, 727-732.
34. Brasseur, N., T. L. Nguyen, R. Langlois, R. Ouellet, S. Marengo, D. Houde and J. E. van Lier (1994) Synthesis and photodynamic activities of silicon 2,3-naphthalocyanine derivatives. J. Med. Chem. 37, 415-420.
35. Brasseur, N., R. Ouellet, K. Lewis, W. R. Potter and J. E. van Lier (1995) Photodynamic activities and skin photosensitivity of the bis(dimethylthexylsiloxy) silicon 2,3-naphthalocyanine in mice. Photochem. Photobioil 62, 1058-1065.
36. Allémann, E., J. Rousseau, N. Brasseur, S. V. Kudrevich, K. Lewis and J. E. van Lier (1996) Photodynamic therapy of tumors with hexadecafluorozinc phthalocyanine formulated in PEG-coated poly(lactic acid) nanoparticles. Int. J. Cancer 66, 821-824.
37. Allémann, E., N. Brasseur, O. Benrezzak, J. Rousseau, S. V. Kudrevich, R. W. Boyle, J.-C. Leroux, R. Gurny and J. E. van Lier (1996) PEG-coated poly(lactic acid) nanoparticles for the delivery of hexadecafluoro zinc phthalocyanine to EMT-6 mouse mammary tumours. J. Pharm. Pharmacol. 47, 382-387.
38. Allémann, E., S. Kudrevich, K. Lewis, R. Gurny and J. E. van Lier (1995) In vivo photodynamic activity of hexadecafluoro zinc phthalocyanine loaded in PEG-coated nanoparticles. Proc. 1st World Meeting APGI/APV, Budapest, 9/11 May 1995.
39. van Lier, J. E. (1990) Phthalocyanines as sensitizers for the PDT of cancer. In Photodynamic Therapy of Neoplastic Disease (Edited by D. Kessel), pp. 279-291. CRC Press, Boca Raton, FL.
40. Paquette, B., H. Ali, R. Langlois and J. E. van Lier (1988) Biological activities of phthalocyanines - VIII. Cellular distribution in V-79 Chinese hamster cells and phototoxicity of selectively sulfonated aluminum phthalocyanines. Photochem. Photobiol. 47, 215-220.
41. Brasseur, N., H. Ali, R. Langlois and J. E. van Lier (1987) Biological activities of phthalocyanines - VII. Photoinactivation of V-79 Chinese hamster cells by selectively sulfonated gallium phthalocyanines. Photochem. Photobiol. 46, 739-744.
42. Brasseur, N., H. Ali, R. Langlois, J. R. Wagner, J. Rousseau and J. E. van Lier (1987) Biological activities of phthalocyanines - V. Photodynamic therapy of EMT-6 mammary tumors in mice with sulfonated phthalocyanines. Photochem. Photobiol. 45, 581-586.
43. Margaron, P., P. Madarnas, R. Ouellet and J. E. van Lier (1996) Biological activities of phthalocyanines. XVII Histopathologic evidence for different mechanisms of EMT-6 tumor necrosis induced by photodynamic therapy with disulfonated aluminum phthalocyanine or Photofrin*. Anticancer Res. 16, 613-620.
44. Margaron, P., M. J. Grégoire, V. Scasnár, H. Ali and J. E. van Lier (1996) Structure-photodynamic activity relationships of a series of 4-substituted zinc phthalocyanines. Photochem. Photobiol. 63, 217-223.
45. Chan, W.-S., N. Brasseur, C. La Madeleine, R. Ouellet and J. E. van Lier (1997) Efficacy and mechanism of aluminium phthalocyanine and its sulphonated derivatives mediated photodynamic therapy on murine tumours. Eur. J. Cancer 33, 1855-1859.
46. Gueddari, N., G. Favre, H. Hachem, E. Marek, F. Le Gaillard and G. Soula (1993) Evidence for up-regulated low density lipoprotein receptor in human lung adenocarcinoma cell line A549. Biochimie 75, 811-819.
47. Urizzi, P., C. M. Allen, R. Langlois, R. Ouellet, C. La Madeleine and J. E. van Lier (1999) Targeting tumor cells for photodynamic therapy with low density lipoprotein-bound aluminum sulfophthalocyanine. J. Porphryin Phthalocyanine. (In press)
48. Hamblin, M. R. and E. L. Newman (1994) Photosensitizer targeting in photodynamic therapy I. Conjugates of haematoporphyrin with serum lipoproteins. J. Photochem. Photobiol. B Biol. 26, 147-157.
49. Mazière, J. C., P. Morlière and R. Santus (1991) The role of the low density lipoprotein receptor pathway in the delivery of lipophilic photosensitizers in the photodynamic therapy of tumours. J. Photochem. Photobiol. B Biol. 8, 351-360.
50. Allison, B. A., P. H. Pritchard and J. G. Levy (1994) Evidence for low-density lipoprotein receptor-mediated uptake of benzoporphyrin derivative. Br. J. Cancer 69, 833-839.
51. Mukhopadhyay, A., G. Chaudhuri, S. K. Arora, S. Sehgal and S. K. Basu (1989) Receptor-mediated drug delivery to macrophages in chemotherapy of leishmaniasis. Science 244, 705-707.
52. Brasseur, N., R. Langlois, C. La Madeleine, R. Ouellet and J. E. van Lier (1999) Receptor-mediated targeting of phthalocyanines to macrophages via covalent coupling to native or maleylated bovine serum albumin. Photochem. Photobiol. 63, 345-352.
53. Hamblin, M. R. and E. L. Newman (1994) Photosensitizer targeting in photodynamic therapy I. Conjugates of haematoporphyrin with albumin and transferrin. J. Photochem. Photobiol. B Biol. 26, 45-56.
54. Mew, D., C.-K. Wat, G. H. N. Towers and J. G. Levy (1983) Photoimmunotherapy: treatment of animal tumors with tumor-specific monoclonal antibody-hematoporphyrin conjugates. J. Immunol. 130, 1473-1477.
55. Goff, B. A., J. Blake, M. P. Bamberg and T. Hasan (1996) Treatment of ovarian cancer with photodynamic therapy and immunoconjugates in a murine ovarian cancer model. Br. J. Cancer 74, 1194-1198.
56. Ménard, I. (1998) Vectorization des phtalocyanines par un anticorps monoclonal. M.Sc. Thesis, Université de Sherbrooke, Sherbrooke, Québec, Canada.
57. Haddada. H., L. Cordier and M. Perricaudet (1995) Gene therapy using adenovirus vectors. Curr. Top. Microbiol. Immunol. 199, 297-306.
58. 5 integrin is necessary for efficient adenovirus-mediated gene transfer in the human airway. J. Virol. 69, 5951-5958.
59. v integrins for infection. J. Virol. 68, 6811-6814.
60. Belin, M.-T. and P. Boulanger (1993) Involvement of cellular adhesion sequences in the attachment of adenovirus to the HeLa cell surface. J. Gen. Virol. 74, 1485-1497.
61. Huang, S., T. Kamata, Y. Takada, Z. M. Ruggeri and G. R. Nemerow (1996) Adenovirus interaction with distinct integrins mediates separate events in cell entry and gene delivery to hematopoietic cells, J. Virol. 70, 4502-4508.
62. 5 on human monocytes and T lymphocytes facilitates adenovirus-mediated gene delivery. J. Virol. 69, 2257-2263.
63. 5 selectively promotes adenovirus mediated cell membrane permeabilization. J. Cell Biol. 127, 257-264.
64. 5 promote adenovirus internalization but not virus attachment. Cell 73, 309-319.
65. Cuzange, A., I. Chroboczek and B. Jacrot (1994) The penton base of human adenovirus type 3 has the RGD motif. Gene 146, 257-259.
66. Bai, M., L. Campisi and P. Freimuth (1994) Vitronectin receptor antibodies inhibit infection of HeLa and A549 cells by adenovirus type 12 but not by adenovirus type 2. J. Virol. 68, 5925-5932.
67. Suzuki, S., Ta. Takahashi, S. Nakamura, K. Koike, Y. Ariyoshi, To. Takahashi and R. Ueda (1993) Alterations of integrin expression in human lung cancer. Jpn. J. Cancer Res. 84, 168-174.
68. Falcioni, R., L. Cimino, M. P. Gentileschi, I. D'Agnano, G. Zupi, S. J. Kennel and A. Sacchi (1994) Expression of β1, β3, β4, and β5 integrins by human lung carcinoma cells of different histologies. Exp. Cell Res. 210, 113-122.
69. Hirasawa, M., N. Shijubo, T. Uede and S. Abe (1994) Integrin expression and ability to adhere to extracellular matrix proteins and endothelial cells in human lung cancer lines. Br. J. Cancer 70, 466-473.
70. Boulanger, P. A. and F. Puvion (1973) Large-scale preparation of soluble adenovirus hexon, penton and fiber antigens in highly purified form. Eur. J. Biochem. 39, 37-42.
71. Karayan, L., B. Gay, J. Gerfaux and P. A. Boulanger (1994) Oligomerization of recombinant penton base of adenovirus type 2 and its assembly with fiber in baculovirus-infecied cells. Virology 202, 782-795.
72. Bradford, M. M. (1976) A rapid and sensitive method for the quantification of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72, 248-254.
73. Weber, J. M., B. G. Talbot and L. Delorme (1989) The orientation of the adenovirus fiber and its anchor domain identified through molecular mimicry. Virology 168, 180-182.
74. Ali, H., R. Langlois, J. Richard Wagner, N. Brasseur, B. Paquette and J. E. van Lier (1988) Biological activities of phthalocyanines - X. Syntheses and analyses of sulfonated phthalocyanines. Photochem. Photobiol. 47, 713-717.
75. Langlois, R., H. Ali, N. Brasseur, J. R. Wagner and J. E. van Lier (1986) Biological activities of phthalocyanines - IV. Type II sensitized photooxidation of L-tryptophan and cholesterol by sulfonated metallophthalocyanines. Photochem. Photobiol. 44, 117-123.
76. 2): Formation de différentes paires d'hydroperoxydes isomériques. J. Chim. Phys. 90, 985-999.
77. Tada, H., O. Shiho, K. Kuroshima, M. Koyama and K. Tsukamoto (1986) An improved colorimetric assay for interleukin 2. J. Immunol. Methods 93, 157-165.
78. Bylund, D. B. and M. L. Toews (1993) Radioligand binding methods: practical guide and tips. Am. J. Physiol. 265, L421-L429.
79. Bylund, D. B. and H. I. Yamamura (1990) Methods for receptor binding. In Methods in Neurotransmitter Receptor Analysis (Edited by H. I. Yamamura, S. J. Enna and M. J. Kuhar), pp. 1-35. Raven Press Ltd., New York.
80. O'Reilly, M. S., L. Holmgren, C. Chen and J. Folkman (1996) Angiostatin induces and sustains dormancy of human primary tumors in mice. Nature Med. 2, 689-692.
81. Edrei, R., V. Gottfried, J. E. van Lier and S. Kimel (1998) Sulfonated phthalocyanines: photophysical properties, in vitro cell uptake and structure-activity relationships. J. Porphyrins Phthalocyanines 2, 191-199.
82. Herisse, J. and F. Galibert (1981) Nucleotide sequence of the EcoRI E fragment of adenovirus 2 genome. Nucleic Acids Res. 9, 1229-1240.
83. Jornvall, H., G. Akusjarvi, P. Alestrom, H. von Bahr-Lindstrom, U. Pettersson, E. Appella, A. V. Fowler and L. Philipson (1981) The adenovirus hexon protein. The primary structure of the polypeptide and its correlation with the hexon gene. J. Biol. Chem. 256, 6181-6186.
84. Robert, R. J., K. E. O'Neill and C. E. Yen (1984) DNA sequences from the adenovirus 2 genome J. Biol. Chem. 259, 13968-13975.
85. Greber, U. F., M. Willets, P. Webster and A. Helenius (1993) Stepwise dismantling of adenovirus 2 during entry into cells. Cell 75, 1-20.
86. Greber, U. F., P. Webster, J. Weber and A. Helenius (1996) The role of the adenovirus protease in virus entry into cells. EMBO J. 15, 1766-1777.
87. Patterson, M. S., B. C. Wilson and R. Gaff (1990) In vivo tests of the concept of photodynamic threshold dose in normal rat liver photosensitized by aluminum chlorosulphonated phthalocyanine. Photochem. Photobiol. 51, 342-349.
88. Bergelson, J. M., J. A. Cunningham, G. Droguett, E. A. Kurt-Jones, A. Krithivas, J. S. Hong, M. S. Horwitz, R. L. Crowell and R. W. Finberg (1997) Isolation of a common receptor for coxsackie B virus and adenovirus 2 and 5. Science 275, 1320-1323.
89. Curiel, D. T., S. Agarwal, E. Wagner and M. Cotton (1991) Adenovirus enhancement of transferrin-polylysine mediated gene delivery. Proc. Natl. Acad. Sci. USA 88, 8850-8854.
90. Cotton, M. and J. M. Weber (1995) The adenovirus protease is required for virus entry into host cells. Virology 213, 494-502.
91. Arap, W., R. Pasqualini and E. Ruoslahti (1998) Cancer treatment by targeted drug delivery to tumor vasculature in a mouse model. Science 279, 377-380.
92. v Integrins as receptors for tumor targeting by circulation ligands. Nature Biotech. 15, 542-546.
93. Krasnykh, V. N., G. V. Mikheeva, J. T. Douglas and D. T. Curiel (1996) Generation of recominant adenovirus vectors with modified fibers for altering viral tropism. J. Virol. 70, 6839-6846.
94. Wilson, J. M. (1995) Gene therapy for cystic fibrosis: challenges and future directions. J. Clin. Invest. 96, 2547-2554.
95. McCray, P. B., K. Armstrong, J. Zabner, D. W. Miller, G. A. Koretzky, L. Couture, J. E. Robillard, A. E. Smith and M. J. Welsh (1995) Adenoviral-mediated gene transfer to fetal pulmonary epithelia in vitro and in vivo. J. Clin. Invest. 95, 2620-2632.
96. Yang, Y., Q. Li, H. C. J. Ertl and J. M. Wilson (1995) Cellular and humoral immune response to viral antigens create barriers to lung-directed gene therapy with recombinant adenoviruses. J. Virol. 69, 2004-2015.