pH-Response Optimization of Amino-Substituted Tetraphenylporphyrin Derivatives as pH-Activatable Photosensitizers
pH-Response Optimization of Amino-Substituted Tetraphenylporphyrin Derivatives as pH-Activatable Photosensitizers
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DOI：
10.1021/acs.jpca.6b05019
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发表时间：
2016-07-21
影响因子：
2.9
通讯作者：
Okutsu, Tetsuo
中科院分区：
文献类型：
--
作者：
Horiuchi, Hiroaki;Kuribara, Ryota;Okutsu, Tetsuo
氨基取代的四苯基卟啉衍生物已被设计为用于光动力学癌症治疗的pH可活化光敏剂。本文研究了单氨基取代衍生物N1和未取代衍生物NO的电子物理过程。在中性条件下（OFF态），N1对单线态氧的荧光和光敏化量子产率很低，但通过加入酸（ON态），这些量子产率得以恢复。NO未观察到这些变化;因此，预期N1可用作pH可活化光敏剂。N1的ON/OFF切换机制也已阐明。为了优化pH响应，还探索了三氨基和四氨基取代的衍生物（N3和N4）。随着氨基数目的增加，pH响应增强。此外，N3的ON/OFF切换比为100，这是相当高的。
Amino-substituted tetraphenylporphyrin derivatives have been designed as pH-activatable photosensitizers for photodynamic cancer therapy. The photophysical processes of the monoamino-substituted derivative N1 and nonsubstituted derivative NO have been studied. The quantum yields of the fluorescence and photosensitization of singlet oxygen by N1 were very low in the neutral condition (OFF state), but these quantum yields were recovered by adding acid (ON state). These changes were not observed for NO; therefore, N1 is expected to be applicable as a pH-activatable photosensitizer. The ON/OFF switching mechanism of N1 has also been clarified. To optimize the pH response, tri- and tetraamino-substituted derivatives (N3 and N4) have also been explored. The pH response intensified as the number of amino groups increased. Furthermore, the ON/OFF switching ratio of N3 was 100, which is quite high.