Engel Eva, Schraml Rüdiger, Maisch Tim, Kobuch Karin, König Burkhard, Szeimies Rolf-Markus, Hillenkamp Jost, Bäumler Wolfgang, Vasold Rudolf
Departments of Organic Chemistry, University of Regensburg, Regensburg, Germany.
Invest Ophthalmol Vis Sci. 2008 May;49(5):1777-83. doi: 10.1167/iovs.07-0911.
To investigate the light-induced decomposition of indocyanine green (ICG) and to test the cytotoxicity of light-induced ICG decomposition products.
ICG in solution was irradiated with laser light, solar light, or surgical endolight. The light-induced decomposition of ICG was analyzed by high-performance liquid chromatography (HPLC) and mass spectrometry. Porcine retinal pigment epithelial (RPE) cells were incubated with the light-induced decomposition products of ICG, and cell viability was measured by trypan blue exclusion assay.
Independent of the light source used, singlet oxygen (photodynamic type 2 reaction) is generated by ICG leading to dioxetanes by [2+2]-cycloaddition of singlet oxygen. These dioxetanes thermally decompose into several carbonyl compounds. The decomposition products were identified by mass spectrometry. The decomposition of ICG was inhibited by adding sodium azide, a quencher of singlet oxygen. Incubation with ICG decomposition products significantly reduced the viability of RPE cells in contrast to control cells.
ICG is decomposed by light within a self-sensitized photo oxidation. The decomposition products reduce the viability of RPE cells in vitro. The toxic effects of decomposed ICG should be further investigated under in vivo conditions.
研究吲哚菁绿(ICG)的光诱导分解,并测试光诱导的ICG分解产物的细胞毒性。
用激光、太阳光或手术内光照射溶液中的ICG。通过高效液相色谱(HPLC)和质谱分析ICG的光诱导分解。将猪视网膜色素上皮(RPE)细胞与ICG的光诱导分解产物一起孵育,并通过台盼蓝排斥试验测量细胞活力。
无论使用何种光源,ICG都会产生单线态氧(光动力2型反应),通过单线态氧的[2+2]环加成生成二氧杂环丁烷。这些二氧杂环丁烷热分解成几种羰基化合物。通过质谱鉴定分解产物。通过添加单线态氧猝灭剂叠氮化钠抑制ICG的分解。与对照细胞相比,用ICG分解产物孵育显著降低了RPE细胞的活力。
ICG在自敏化光氧化过程中被光分解。分解产物在体外降低了RPE细胞的活力。分解的ICG的毒性作用应在体内条件下进一步研究。