Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia.
Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Oblast 142432, Russia.
Spectrochim Acta A Mol Biomol Spectrosc. 2021 Nov 5;260:119885. doi: 10.1016/j.saa.2021.119885. Epub 2021 Apr 30.
Synthesis, spectral properties, and photodynamic activity of water-soluble amino acid fullerene C derivatives (AFD) and four original AFD-PPa dyads, obtained by covalent addition of dye pyropheophorbide (PPa) to AFD, were studied. In aqueous solution, these AFD-PPa dyads form nanoassociates as a result of self-assembly. In this case, a significant change in the absorption spectra and strong quenching of the dye fluorescence in the structure of the dyads were observed. A comparison of superoxide or singlet oxygen generation efficiency of the studied compounds in an aqueous solution showed the photodynamic mechanism switching from type II (singlet oxygen generation of the native dye) to I type (superoxide generation of dyads). All dyads have pronounced phototoxicity on cells Hela with IC 9.2 µM, 9.2 µM, 12.2 µM for dyads Val-C-PPa, Ala-C-PPa and Pro-C-PPa, respectively. Such facilitation of type I photodynamic mechanism could be perspective against hypoxic tumors.
水溶性氨基酸富勒烯 C 衍生物（AFD）及其与四吡咯吡咯啉（PPa）共价加成的四种新型 AFD-PPa 偶联物的合成、光谱性质和光动力活性研究。在水溶液中，这些 AFD-PPa 偶联物通过自组装形成纳米缔合物。在这种情况下，观察到偶联物结构中吸收光谱发生显著变化，染料荧光强烈猝灭。在水溶液中比较研究化合物的超氧阴离子或单线态氧生成效率表明，光动力机制从 II 型（天然染料的单线态氧生成）切换到 I 型（偶联物的超氧阴离子生成）。所有偶联物对 Hela 细胞均具有明显的细胞毒性，其 IC9.2µM 分别为 9.2µM、12.2µM。对于 Val-C-PPa、Ala-C-PPa 和 Pro-C-PPa 偶联物。这种促进 I 型光动力机制可能对缺氧肿瘤具有广阔的应用前景。
