Abstract
Three azobisporphyrins (Por1, Por2 and Por3) were synthesized by coupling two molecules of (4-nitrophenyl/pyridyl) porphyrins in the presence of KOH/butanol. The structures of porphyrins were confirmed by UV, IR, NMR and mass spectra and elemental analysis. With tetraphenylporphyrin (H2TPP) as a control, the singlet oxygen (1O2) generation of porphyrins was evaluated through 1,3-diphenylisobenzofuran (DPBF) method. The order of ability to generate 1O2 for three azobisporphyrins was Por 1 ≈Por 2 > Por 3 ≈H2TPP. The photocytotoxicity and sub-cellular localization of azobisporphyrins over Hela cells were studied through MTT analysis and confocal laser scanning microscope, respectively. The results indicated Por 1 and Por 2 displayed the low dark-cytotoxicity, while Por 3 induced a concentration-dependent cytotoxicity to Hela cells with the concentration of porphyrins ranging from 1 to 100 μM. With the light dose at 4 J/cm2, Por 3 killed more than 60% Hela cells at 2 μM, indicating a high photocytoxicity. As seen from the laser scanning confocal microscopy images, Por 3 was mainly localized in cell membrane, while Por 1 and Por 2 do not displayed significant fluorescent emission in Hela cells. These results suggest the synthesized cationic azobisporphyrin could be used as a potential therapeutic agent for photodynamic therapy of cancers.
Original language | English |
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Pages (from-to) | 122-127 |
Number of pages | 6 |
Journal | Journal of Porphyrins and Phthalocyanines |
Volume | 21 |
Issue number | 2 |
DOIs | |
Publication status | Published - 1 Feb 2017 |
Scopus Subject Areas
- Chemistry(all)
User-Defined Keywords
- Azobisporphyrin
- Cell localization
- Pdt
- Photocytotoxicity
- Singlet oxygen