Advanced SearchSearch Tips
Synthesis, DNA Photocleavage and Singlet Oxygen Measurement of Cationic Bisporphyrins
facebook(new window)  Pirnt(new window) E-mail(new window) Excel Download
 Title & Authors
Synthesis, DNA Photocleavage and Singlet Oxygen Measurement of Cationic Bisporphyrins
Wang, Kai; Jin, Qi; Zhang, Xiulan; Song, Shuai-Hua;
  PDF(new window)
With -- as a linker, a non -substituted cationic bisporphyrin (4a) and a -substituted cationic bisporphyrin (4b) were prepared through methylation of the intermediate which was obtained from -amino-5,10,15,20-tetra (4-cyanophenyl) porphyrin or 5-hydroxylphenyl-10,15,20-tris(4-cyanophenyl) reacting with 5-hydroxy-10,15,20-trispyridinylporphyrin. Their structures were confirmed by NMR, IR, UV-vis, MS and elemental analysis. DNA photocleavage ability and the singlet oxygen ability of those cationic bisporphyrins were investigated. DNA photocleavage activity of -substituted cationic bisporphyrin was significantly weaker than that of , but similar to that of non -substituted cationic bisporphyrin. While 4a and 4b showed substantial photocleavage activities toward DNA, with 68% and 66% observed at 10 . The assessment of indirectly measured production rates against were described and the relative singlet oxygen production yields were: free cationic bisporphyrins > . The results showed the cationic bisporphyrins with -substitution and non -substitution could be developed as potential photodynamic agents.
Cationic bisporphyrin;DNA photocleavage;Singlet oxygen;Photosensitizer;
 Cited by
meso-Mono-[4-(1,4,7-triazacyclononanyl)]-tri(phenyl)]porphyrin and the respective zinc(ii)-complex: complete characterization and biomolecules binding abilities, Photochem. Photobiol. Sci., 2016, 15, 4, 564  crossref(new windwow)
On the synthesis of functionalized porphyrins and porphyrin conjugates via β-aminoporphyrins, New J. Chem., 2016, 40, 7, 5758  crossref(new windwow)
Synthesis, singlet oxygen generation, photocytotoxicity and subcellular localization of azobisporphyrins as potentially photodynamic therapeutic agents in vitro cell study, Journal of Porphyrins and Phthalocyanines, 2017, 21, 02, 122  crossref(new windwow)
Bischoff, G.; Hoffmann, S. Curr. Med. Chem. 2002, 9, 321. crossref(new window)

Donnelly, R. F., McCarron, P. A.; Tunney, M. M. Microbiol. Res. 2008, 163, 1. crossref(new window)

Sternberg, E. D.; Dolphin, D.; Bruckner, C. Tetrahedron. 1998, 54, 4151. crossref(new window)

Mettath, S.; Munson, B. R.; Pandey, R. K. Bioconjugate. Chem. 1999, 10, 94. crossref(new window)

Zupan, K.; Egyeki, M.; Toth, K.; Fekete, A.; Herenyi, L.; Modos, K.; Csik, G. J. Photochem. Photobiol. B: Biol. 2008, 90, 105. crossref(new window)

McMillin, D. R.; Shelton, A. H.; Bejune, A.; Fanwick, R. K.; Wall, R. K. Cord. Chem. Rev. 2005, 249, 1454.

Jia, T.; Jiang, Z.X.; Wang, K.; Li, Z.Y. Biophys. Chem. 2006, 119, 295. crossref(new window)

Villanueva, A.; Jori, G. Cancer Lett. 1993, 73, 59. crossref(new window)

Nyarko, E.; Hanada, N.; Habib, A.; Tabata, M. Inorg. Chim. Acta 2004, 357, 739. crossref(new window)

Zheng, Y. M.; Wang, K.; Li, T.; Zhang, X. L.; Li, Z. Y. Molecules 2011, 16, 3488. crossref(new window)

Hirakawa, K.; Kawanishi, S.; Matsumoto, J.; Shiragami, T.; Yasuda, M. J. Photochem. Photobiol. B: Biol. 2006, 82, 37. crossref(new window)

Wang, K.; Poon, C. T.; Wong, W. K.; Wong, W. Y.; Kwong, D. W. J.; Zhang, H.; Li, Z. Y. Euro. J. Inorg. Chem. 2009, 922.

Wang, K.; Poon, C. T.; Choi, C. Y.; Wong, W. K.; Kwong, D. W. J.; Yu, F. Q.; Zhang, H.; Li, Z. Y. J. Porph. Phthalo. 2012, 16, 85. crossref(new window)

You, Y.; Gibson, S. L.; Hilf, R.; Davies, S. R.; Oseroff, A. R.; Roy, I.; Ohulchanskyy, T. Y.; Bergey, E. J.; Detty, M. R. J. Med. Chem. 2003, 46, 3734. crossref(new window)

Jiang, F. L.; Poon, C. T.; Wong, W. K.; Koon, H. K.; Mak, N. K.; Choi, C. Y.; Kwong, D. W. J.; Liu, Y. Chembiochem 2008, 9, 1034. crossref(new window)

Ishikawa, Y.; Yamakawa, N.; Uno, T. Bioorg. Med. Chem. 2007, 15, 5230. crossref(new window)