One-pot synthesis of glycopolymer-porphyrin conjugate as photosensitizer for targeted cancer imaging and photodynamic therapy

Macromolecular Bioscience

Volumn 14, Issue 3, 2014, Pages 340-346

  Lu, Jiawei ^a   Zhang, Weidong ^a   Yuan, Lin ^a   Ma, Wenjuan ^a   Li, Xiao ^a   Lu, Wei ^a   Zhao, Yun ^a   Chen, Gaojian ^a  

^a SOOCHOW UNIVERSITY   (China)

Author keywords

biopolymers; glycopolymers; one pot; photodynamic therapy; reversible addition fragmentation chain transfer (RAFT)

Indexed keywords

BIOPOLYMERS; FLUORESCENCE SPECTROSCOPY; MEDICAL IMAGING; PHOTODYNAMIC THERAPY; PHOTOSENSITIZERS; SODIUM;

BINDING ABILITIES; BIOLOGICAL APPLICATIONS; GLYCOPOLYMERS; LIGHT IRRADIATIONS; ONE POT; ONE-POT SYNTHESIS; REVERSIBLE ADDITION FRAGMENTATION CHAIN TRANSFER; THIOL-ENE COUPLING;

PORPHYRINS;

AMALGAM; CLYCOPOLYMER PORPHYRIN CONJUGATE; CONCANAVALIN A; GLUCOPYRANOSIDE; GLUCOSE; PHOTOSENSITIZING AGENT; POLY[2 (METHACRYLAMIDO) GLUCOPYRANOSE]; PROTOPORPHYRIN; PROTOPORPHYRINOGEN OXIDASE; THIOL; UNCLASSIFIED DRUG; WATER; GLYCOCONJUGATE; MERCURY DERIVATIVE; METHACRYLIC ACID DERIVATIVE; PROTOPORPHYRINOGEN;

ARTICLE; BINDING AFFINITY; CANCER IMAGING; CATALYSIS; CELL STRAIN K 562; FLUORESCENCE SPECTROSCOPY; IMAGING SYSTEM; IRRADIATION; LIGHT; NUCLEAR MAGNETIC RESONANCE; ONE POT SYNTHESIS; PHOTODYNAMIC THERAPY; ULTRAVIOLET SPECTROSCOPY; CELL SURVIVAL; CHEMISTRY; DRUG EFFECTS; HUMAN; K562 CELL LINE; MOLECULAR IMAGING; OXIDATION REDUCTION REACTION; PHOTOCHEMOTHERAPY; POLYMERIZATION; PROCEDURES; RADIATION RESPONSE; SYNTHESIS;

CATALYSIS; CELL SURVIVAL; CONCANAVALIN A; GLUCOSE; GLYCOCONJUGATES; HUMANS; K562 CELLS; LIGHT; MERCURY COMPOUNDS; METHACRYLATES; MOLECULAR IMAGING; OXIDATION-REDUCTION; PHOTOCHEMOTHERAPY; PHOTOSENSITIZING AGENTS; POLYMERIZATION; PROTOPORPHYRINS;

EID: 84896395578     PISSN: 16165187     EISSN: 16165195     Source Type: Journal    
DOI: 10.1002/mabi.201300451     Document Type: Article

References (48)

1. a) A. S. L. Derycke, P. A. M. de Witte, Adv. Drug Delivery Rev. 2004, 56, 17
2. b) J. F. Lovell, T. W. B. Liu, J. Chen, G. Zheng, Chem. Rev. 2010, 110, 2839
3. c) N. Nishiyama, Y. Morimoto, W. D. Jang, K. Kataoka, Adv. Drug Delivery Rev. 2009, 61, 327
4. d) G. A. Noro Filho, R. C. V. Casarin, M. Z. Casati, E. M. Giovani, Laser. Surg. Med. 2012, 44, 296
5. e) A. Chiaviello, I. Postiglione, G. Palumbo, Cancers 2011, 3, 1014
6. f) D. Bechet, P. Couleaud, C. Frochot, M. L. Viriot, F. Guillemin, M. Barberi-Heyob, Trends Biotechnol. 2008, 26, 612.
7. a) X. Liang, X. Li, X. Yue, Z. Dai, Angew. Chem. Int. Ed. 2011, 50, 11622
8. b) D. Ma, Z. H. Liu, Q. Q. Zheng, X. Y. Zhou, Y. Zhang, Y. F. Shi, J. T. Lin, W. Xue, Macromol. Rapid Comm. 2013, 34, 548.
9. R. Bonnett, Chem. Soc. Rev. 1995, 24, 19.
10. a) K. Berg, P. K. Selbo, L. Prasmickaite, T. E. Tjelle, K. Sandvig, J. Moan, G. Gaudernack, O. Fodstad, S. Kjølsrud, H. Anholt, G. H. Rodal, S. K. Rodal, A. Høgset, Cancer Res. 1999, 59, 1180
11. b) A. Høgset, L. Prasmickaite, P. K. Selbo, M. Hellum, B. O. Engesaeter, A. Bonsted, K. Berg, Adv. Drug Deliver. Rev. 2004, 56, 95.
12. R. Lotan, A. Raz, Ann. NY Acad. Sci. 1988, 551, 385.
13. a) R. Daly, G. Vaz, A. M. Davies, M. O. Senge, E. M. Scanlan, Chem. Eur. J. 2012, 18, 14671
14. b) P. C. Lo, C. M. H. Chan, J. Y. Liu, W. P. Fong, D. K. P. Ng, J. Med. Chem. 2007, 50, 2100.
15. a) L. L. Kiessling, J. E. Gestwicki, L. E. Strong, Angew. Chem. Int. Ed. 2006, 45, 2348
16. b) R. Sunasee, R. Narain, Macromol. Biosci. 2013, 13, 9
17. c) C. R. Becer, Macromol. Rapid Comm. 2012, 33, 742
18. d) S. R. S. Ting, G. Chen, M. H. Stenzel, Polym. Chem. 2010, 1, 1392
19. e) S. G. Spain, N. R. Cameron, Polym. Chem. 2011, 2, 60
20. f) V. Ladmiral, E. Melia, D. M. Haddleton, Eur. Polym. J. 2004, 40, 431
21. g) M. Ahmed, P. Wattanaarsakit, R. Narain, Eur. Polym. J. 2013, 49, 3010.
22. D. Q. Wu, Z. Y. Li, C. Li, J. J. Fan, B. Lu, C. Chang, S. X. Cheng, X. Z. Zhang, R. X. Zhuo, Pharm. Res. 2010, 27, 187.
23. a) C. E. Hoyle, C. N. Bowman, Angew. Chem. Int. Ed. 2010, 49, 1540
24. b) A. B. Lowe, Polym. Chem. 2010, 1, 17.
25. a) K. L. Killops, L. M. Campos, C. J. Hawker, J. Am. Chem. Soc. 2008, 130, 5062
26. b) G. J. Chen, S. Amajjahe, M. H. Stenzel, Chem. Commun. 2009, 1198.
27. a) J. W. Chan, B. Yu, C. E. Hoyle, A. B. Lowe, Chem. Commun. 2008, 4959
28. b) M. W. Jones, G. Mantovani, S. M. Ryan, X. Wang, D. J. Brayden, D. M. Haddleton, Chem. Commun. 2009, 5272.
29. I. Sylvain, R. Zerrouki, R. Granet, Y. M. Huang, J. F. Lagorce, M. Guilloton, J. C. Blais, P. Krausz, Bioorg. Med. Chem. 2002, 10, 57.
30. a) S. Sano, S. Granick, J. Biol. Chem. 1961, 236, 1173
31. b) S. Sano, N. Nanzyo, C. Rimington, Biochem. J. 1964, 93, 270
32. c) M. A. Razzaque, G. A. Lord, C. K. Lim, Rapid Commun. Mass Spectrom. 2002, 16, 1675.
33. a) L. Yin, M. C. Dalsin, A. Sizovs, T. M. Reineke, M. A. Hillmyer, Macromolecules 2012, 45, 4322
34. b) D. J. Buckwalter, A. Sizovs, N. P. Ingle, T. M. Reineke, ACS Macro Lett. 2012, 1, 609.
35. X. J. Chen, J. Lawrence, S. Parelkar, T. Emrick, Macromolecules 2013, 46, 119.
36. a) T. C. Chu, E. J.-H. Chu, J. Biol. Chem. 1959, 234, 2751
37. b) C. W. Craven, K. R. Reissmann, H. I. Chinn, Anal. Chem. 1952, 24, 1214.
38. F. Hammerer, S. Achelle, P. Baldeck, P. Maillard, M.-P. Teulade-Fichou, J. Phys. Chem. A 2011, 115, 6503.
39. C. Giacomelli, V. Schmidt, R. Borsali, Macromolecules 2007, 40, 2148.
40. a) L. Yu, H. Zhang, J. Ding, Angew. Chem. Int. Ed. 2006, 45, 2232
41. b) J. Li, W. D. Zhang, Z. J. Hu, X. J. Jiang, T. Ngai, P. C. Lo, W. Zhang, G. J. Chen, Polym. Chem. 2013, 4, 782.
42. S. R. S. Ting, E. H. Min, P. B. Zetterlund, M. H. Stenzel, Macromolecules 2010, 43, 5211.
43. a) V. Ladmiral, G. Mantovani, G. J. Clarkson, S. Cauet, J. L. Irwin, D. M. Haddleton, J. Am. Chem. Soc. 2006, 128, 4823
44. b) C. W. Cairo, J. E. Gestwicki, M. Kanai, L. L. Kiessling, J. Am. Chem. Soc. 2002, 124, 1615.
45. a) L. Szablewski, Biochim. Biophys. Acta 2013, 1835, 164
46. b) J. Bentley, I. Walker, E. McIntosh, A. D. Whetton, P. J. Owen-Lynch, S. A. Baldwin, Br. J. Haematol. 2001, 112, 212.
47. M. D. Maree, N. Kuznetsova, T. Nyokong, J. Photochem. Photobiol. A 2001, 140, 117.
48. R. W. Redmond, J. N. Gamlin, Photochem. Photobiol. 1999, 70, 391.