Journal
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
Volume 21, Issue 2, Pages 122-127Publisher
WORLD SCI PUBL CO INC
DOI: 10.1142/S1088424617500201
Keywords
azobisporphyrin; singlet oxygen; PDT; photocytotoxicity; cell localization
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Funding
- Wuhan Science and Technology Talent Training Program of Chenguang Project [2015070404010190]
- Key Project of Scientific Research Project of Hubei Provincial Department of Education [D20141506]
- National Natural Science Foundation of China [21601142]
- Scientific Research Project of Hubei Provincial Department of Education [Q20161507]
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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 (O-1(2)) generation of porphyrins was evaluated through 1,3-diphenylisobenzofuran (DPBF) method. The order of ability to generate O-1(2) for three azobisporphyrins was Por 1 approximate to Por 2 > Por 3 approximate to H-2 TPP. 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 mu M. With the light dose at 4 J/cm(2), Por 3 killed more than 60% Hela cells at 2 mu M, 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.
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