Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin

被引:54
作者
Serra, A. C. [1 ]
Pineiro, M. [1 ]
Gonsalves, A. M. d'A. Rocha [1 ]
Abrantes, M. [2 ]
Laranjo, M. [2 ]
Santos, A. C. [2 ]
Botelho, M. F. [2 ]
机构
[1] Univ Coimbra, Dept Quim, P-3004535 Coimbra, Portugal
[2] Fac Med Coimbra, IBILI, CIMAGO, Inst Biofis Biomatemat, P-3000354 Coimbra, Portugal
关键词
halogenated porphyrins; photodynamic therapy; heavy atom effect;
D O I
10.1016/j.jphotobiol.2008.04.006
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Brominated and iodinated derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin were synthesised directly from the corresponding aldehydes. Photophysical and photochemical properties, singlet oxygen formation quantum yields, photobleaching and log P were measured. Cellular uptake measurements and cytotoxicity assays on WiDr and A375 tumour cell lines were performed. 5,10,15,20-Tetrakis(2-bromo-5-hydroxyphenyl)porphyrin showed the best cytotoxicity with values of IC50 of 113 nM over WiDr cells and 52 nM over A375 cells. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:59 / 65
页数:7
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