Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins

被引:16
作者
Callaghan, Susan [1 ]
Filatov, Mikhail A. [1 ]
Sitte, Elisabeth [1 ]
Savoie, Huguette [2 ]
Boyle, Ross W. [2 ]
Flanagan, Keith J. [1 ]
Senge, Mathias O. [1 ,3 ]
机构
[1] Univ Dublin, Trinity Coll Dublin, Trinity Biomed Sci Inst, Sch Chem,SFI Tetrapyrrole Lab, 152-160 Pearse St, Dublin 2, Ireland
[2] Univ Hull, Dept Chem, Cottingham Rd, Kingston Upon Hull HU6 7RX, Yorks, England
[3] Univ Dublin, St Jamess Hosp, Trinity Translat Med Inst, Med Chem,Trinity Ctr Hlth Sci,Trinity Coll Dublin, Dublin 8, Ireland
基金
爱尔兰科学基金会;
关键词
PHOTODYNAMIC THERAPY; SURVIVAL; PEROXIDE; MOLECULE; BINDING;
D O I
10.1039/c7pp00244k
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
A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20-40 degrees C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa- substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro.
引用
收藏
页码:1371 / 1374
页数:4
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