Pentalysine β-carbonylphthalocyanine zinc: An effective tumor-targeting photosensitizer for photodynamic therapy

ChemMedChem

Volumn 5, Issue 6, 2010, Pages 890-898

  Chen, Zhuo ^a,b   Zhou, Shanyong ^b   Chen, Jincan ^b   Deng, Yicai ^c   Luo, Zhipu ^a,b   Chen, Hongwei ^a,b   Hamblin, Michael R ^d,e,f   Huang, Mingdong ^a,b  

^a UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

^b FUJIAN INSTITUTE OF RESEARCH ON THE STRUCTURE OF MATTER   (China)

^c THE FIRST AFFILIATED HOSPITAL OF SUN YAT SEN UNIVERSITY   (China)

^d MASSACHUSETTS GENERAL HOSPITAL   (United States)

^e HARVARD MEDICAL SCHOOL   (United States)

^f HARVARD MIT DIVISION OF HEALTH SCIENCES AND TECHNOLOGY   (United States)

Author keywords

Cancer; Cytotoxicity; Pharmacokinetics; Photodynamic therapy; Synthesis

Indexed keywords

LYSINE; PENTALYSINE BETA CARBONYLPHTHALOCYANINE ZINC; PHOTOSENSITIZING AGENT; SINGLET OXYGEN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CANCER INHIBITION; CANCER THERAPY; CELLULAR DISTRIBUTION; CONTROLLED STUDY; DRUG PURITY; DRUG SOLUBILITY; DRUG SYNTHESIS; DRUG TARGETING; DRUG UPTAKE; MOUSE; NONHUMAN; PHOTODYNAMIC THERAPY; PHOTOTOXICITY; PRIORITY JOURNAL; TUMOR CELL; TUMOR MODEL;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE; HUMANS; INDOLES; K562 CELLS; MICE; NEOPLASMS; OLIGOPEPTIDES; ORGANOMETALLIC COMPOUNDS; PHOTOCHEMOTHERAPY; PHOTOSENSITIZING AGENTS; SINGLET OXYGEN;

EID: 77953103894     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.201000042     Document Type: Article

References (42)

1. Advances in Photodynamic Therapy: Basic, Translational and Clinical, (Eds.: M. R. Hamblin, P. Mroz), Artech House, Norwood, 2008.
2. S. B. Brown, E. A. Brown, I. Walker, Lancet Oncol. 2004, 5, 497-508.
3. D. E. Dolmans, D. Fukumura, R. K. Jain, Nat. Rev. Cancer 2003, 3, 380-387.
4. C. M. Allen, W. M. Sharman, J. E. van Lier, J. Porphyrins Phthalocyanines 2001, 05, 161-169.
5. J. E. van Lier, J. D. Spikes in Ciba Foundation Symposium 146 - Photosensitizing Compounds: Their Chemistry, Biology and Clinical Use (Eds.: G. Bock, S. Harnett), Wiley, Chichester, 1989.
6. B. W. Henderson, D. A. Bellnier, W. R. Greco, A. Sharma, R. K. Pandey, L. A. Vaughan, K. R. Weishaupt, T. J. Dougherty, Cancer Res. 1997, 57, 4000-4007.
7. P. Margaron, M. J. Gregoire, V. Scasnar, H. Ali, J. E. van Lier, Photochem. Photobiol. 1996, 63, 217-223.
8. N. Cauchon, H. Tian, R. Langlois, C. La Madeleine, S. Martin, H. Ali, D. Hunting, J. E. van Lier, Bioconjugate Chem. 2005, 16, 80-89.
9. Q. Peng, J. Moan, J. M. Nesland, C. Rimington, Int. J. Cancer 1990, 46, 719-726.
10. B. Paquette, H. Ali, R. Langlois, J. E. van Lier, Photochem. Photobiol. 1988, 47, 215-220.
11. N. Brasseur, H. Ali, R. Langlois, J. E. van Lier, Photochem. Photobiol. 1988, 47, 705-711.
12. P. Margaron, P. Madarnas, R. Quellet, J. E. van Lier, Anticancer Res. 1996, 16, 613-620.
13. W. S. Chan, N. Brasseur, C. La Madeleine, J. E. van Lier, Anticancer Res. 1996, 16, 1887-1892.
14. H. F. Huang, Y. Z. Chen, Y. Wu, Acta Pharmacol. Sin. 2005, 26, 1138-1144.
15. H. F. Huang, Y. Z. Chen, Y. Wu, Acta Biochim. Biophys. Sin. 2005, 37, 488-494.
16. J. Huang, N. Chen, J. Huang, E. Liu, J. Xue, S. Yang, Z. Huang, J. Sun, Sci. China Ser. B: Chem. 2001, 44, 113-122.
17. Z. Huang, Photodiagn. Photodyn. Ther. 2008, 5, 285-287.
18. D. J. Ball, S. R. Wood, D. I. Vernon, J. Griffiths, T. M. Dubbelman, S. B. Brown, J. Photochem. Photobiol. B 1998, 45, 28-35.
19. N. S. Soukos, L. A. Ximenez-Fyvie, M. R. Hamblin, S. S. Socransky, T. Hasan, Antimicrob. Agents Chemother. 1998, 42, 2595-2601.
20. J. Chen, N. Chen, J. Huang, J. Wang, M. Huang, Inorg. Chem. Commun. 2006, 9, 313-315.
21. S. E. Kornguth, T. Kalinke, H. I. Robins, J. D. Cohen, P. Turski, Cancer Res. 1989, 49, 6390-6395.
22. H. Li, T. J. Jensen, F. R. Fronczek, M. G. Vicente, J. Med. Chem. 2008, 51, 502-511.
23. N. A. Kuznetsova, N. S. Gretsova, E. A. Kalmykova, E. A. Makarova, S. N. Dashkevich, V. M. Negrimovskii, O. L. Kaliya, E. A. Luk'yanets, Russ. J. Gen. Chem. 2000, 70, 133-140.
24. M. Sibrian-Vazquez, T. J. Jensen, R. P. Hammer, M. G. Vicente, J. Med. Chem. 2006, 49, 1364-1372.
25. P. C. Lo, B. Zhao, W. Duan, W. P. Fong, W. H. Ko, D. K. Ng, Bioorg. Med. Chem. Lett. 2007, 17, 1073-1077.
26. M. Sibrian-Vazquez, J. Ortiz, I. V. Nesterova, F. Fernandez-Lazaro, A. Sastre-Santos, S. A. Soper, M. G. Vicente, Bioconjugate Chem. 2007, 18, 410-420.
27. M. Sibrian-Vazquez, T. J. Jensen, M. G. Vicente, J. Photochem. Photobiol. B 2007, 86, 9-21.
28. D. Kessel, R. Luguya, M. G. Vicente, Photochem. Photobiol. 2003, 78, 431-435.
29. F. Ricchelli, L. Franchi, G. Miotto, L. Borsetto, S. Gobbo, P. Nikolov, J. C. Bommer, E. Reddi, Int. J. Biochem. Cell Biol. 2005, 37, 306-319.
30. I. A. Patito, C. Rothmann, Z. Malik, Biol. Cell 2001, 93, 285-291.
31. H. Dummin, T. Cernay, H. W. Zimmermann, J. Photochem. Photobiol. B 1997, 37, 219-229.
32. S. L. Haywood-Small, D. I. Vernon, J. Griffiths, J. Schofield, S. B. Brown, Biochem. Biophys. Res. Commun. 2006, 339, 569-576.
33. M. R. Hamblin, D. A. O'Donnell, N. Murthy, K. Rajagopalan, N. Michaud, M. E. Sherwood, T. Hasan, J. Antimicrob. Chemother. 2002, 49, 941-951.
34. G. P. Tegos, M. Anbe, C. Yang, T. N. Demidova, M. Satti, P. Mroz, S. Janjua, F. Gad, M. R. Hamblin, Antimicrob. Agents Chemother. 2006, 50, 1402-1410.
35. A. Rück, R. Steiner, Minim. Invasive Ther. Allied Technol. 1998, 7, 503-509.
36. C. Larroque, A. Pelegrin, J. E. van Lier, Br. J. Cancer 1996, 74, 1886-1890.
37. W. Liu, N. Chen, H. Jin, J. Huang, J. Wei, J. Bao, C. Li, Y. Liu, X. Li, A. Wang, Regul. Toxicol. Pharmacol. 2007, 47, 221-231.
38. A. Schindl, M. Schindl, H. Pernerstorfer-Schön, L. Schindl, J. Invest. Med. 2000, 48, 312-326.
39. J. R. Basford, Lasers Surg. Med. 1995, 16, 331-342.
40. W. Spiller, H. Kliesch, D. Wöhrle, S. Hackbarth, B. Röder, G. Schnurpfeil, J. Porphyrins Phthalocyanines 1998, 2, 145-158.
41. S. Maree, T. Nyokong, J. Porphyrins Phthalocyanines 2001, 5, 782-792.
42. O. H. Lowry, N. J. Rosebrough, A. L. Farr, R. J. Randall, J. Biol. Chem. 1951, 193, 265-275.