(Metallo)porphyrins as Potent Phototoxic Anti-Cancer Agents after Irradiation with Red Light

被引:74
作者
Antoni, Philipp M. [1 ]
Naik, Anu [1 ]
Albert, Ina [2 ]
Rubbiani, Riccardo [1 ]
Gupta, Susmita [1 ]
Ruiz-Sanchez, Pilar [1 ]
Munikorn, Pornkanok [1 ,3 ]
Mateos, Jose M. [4 ]
Luginbuehl, Vera [2 ]
Thamyongkit, Patchanita [3 ]
Ziegler, Urs [4 ]
Gasser, Gilles [1 ]
Jeschke, Gunnar [5 ]
Spingler, Bernhard [1 ]
机构
[1] Univ Zurich, Dept Chem, CH-8057 Zurich, Switzerland
[2] Zurich Univ Appl Sci, Inst Biotechnol, CH-8820 Wadenswil, Switzerland
[3] Chulalongkorn Univ, Dept Chem, Fac Sci, Bangkok 10330, Thailand
[4] Univ Zurich, Ctr Microscopy & Image Anal, CH-8057 Zurich, Switzerland
[5] ETH, Phys Chem Lab, CH-8093 Zurich, Switzerland
基金
瑞士国家科学基金会;
关键词
anticancer agents; EPR spectroscopy; photodynamic therapy; porphyrinoids; WATER-SOLUBLE PORPHYRINS; PHOTODYNAMIC THERAPY; SINGLET-OXYGEN; DNA; BACTERIOCHLORINS; PHOTOSENSITIZERS; FLUORESCENCE; METALLOPORPHYRINS; SENSITIZERS; GENERATION;
D O I
10.1002/chem.201405470
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Novel photoactive (metallo)porphyrins were synthesised and characterised. When irradiated with light at a wavelength greater than 600nm, these porphyrins act as photosensitisers and show high cytotoxicity towards two different human cancer cell lines with IC50 values down to 0.4M. A paramagnetic copper(II) porphyrin is the first photosensitiser to display excellent phototoxicity, explained by the electron paramagnetic resonance (EPR) spin trapping of hydroxy radicals and experimentally confirmed by the discovery of elevated levels of reactive oxygen species (ROS) inside A2780 cells after irradiation with red light. This finding indicates that paramagnetic compounds should be considered for photodynamic therapy (PDT). Furthermore, an additive effect of cisplatin and a zinc porphyrin, both at subtherapeutic concentrations of 0.22m, was observed.
引用
收藏
页码:1179 / 1183
页数:5
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