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Synthesis, Photophysical Properties and Application of New Porphyrin Derivatives for Use in Photodynamic Therapy and Cell Imaging.

Journal of fluorescence (2018-07-18)
Prasad G Mahajan, Nilam C Dige, Balasaheb D Vanjare, Abdul Rehman Phull, Song Ja Kim, Seong-Karp Hong, Ki Hwan Lee
RÉSUMÉ

New derivatives of tetrakis(4-carboxyphenyl) porphyrin were designed, synthesized and characterized by IR, proton NMR and mass spectroscopy. The ground and excited state nature of new derivatives were examined using UV-Vis. absorption and fluorescence spectroscopy, fluorescence quantum yield and fluorescence lifetime studies. The singlet oxygen quantum yield of each synthesized derivative of porphyrin was estimated for their further efficacy as potential photosensitizer in biological studies. The significant photophysical data of all synthesized derivatives was supplementary accessed to examine the cell imaging and cytotoxicity against two cancer cell lines viz. MBA-MD-231 and A375. The fluorescence lifetime, fluorescence quantum yield and efficiency of singlet oxygen generation suggests alkyl amine and alkyl hydrazide linked new porphyrin photosensitizers can be useful for PDT agent in cancer treatment.

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Sigma-Aldrich
4,4′,4′′,4′′′-(Porphine-5,10,15,20-tetrayl)tetrakis(benzoic acid), Dye content 75 %
Sigma-Aldrich
3-(2-Pyridyl)-5,6-diphenyl-1,2,4-triazine, ≥99%
Sigma-Aldrich
5-(N,N-Dimethyl)amiloride hydrochloride
Sigma-Aldrich
N-Ethyl-N-propylamine, AldrichCPR