A deuteroporphyrin IX derivative with two D-galactose fragments with an ester bond between macrocycle and carbohydrate fragments was synthesized. The synthesis was done by esterifying both ester groups of deuteroporphyrin IX with diacetone-D-galactose using 2-chloro-1-methylpyridinium iodide (Mukayama reagent) followed by the removal of the isopropylidene protection of carbohydrate fragments by the action of aqueous trifluoroacetic acid to form the target derivative. The study of dark toxicity of the deuteroporphyrin IX derivative synthesized against HeLa cells allows us to conclude that galactose fragment introduction resulted in the cytotoxicity decrease as compared with the parent deuteroporphyrin IX but photoinduced cytotoxicity of the deuteroporphyrin IX derivative with two D-galactose fragments had increased in contrast to the deuteroporphyrin IX. It has been shown that oxidative stress due to ROS induction causes the photoinduced toxicity of the porphyrins studied.

合成了具有两个 D-半乳糖片段的次卟啉 IX 衍生物，其中大环和碳水化合物片段之间具有酯键。使用 2-氯-1-甲基碘化吡啶鎓（Mukayama 试剂）将次卟啉 IX 的两个酯基与双丙酮-D-半乳糖酯化，然后通过三氟乙酸水溶液的作用除去碳水化合物片段的异亚丙基保护，从而完成合成。形成目标导数。合成的次卟啉IX衍生物抗HeLa的暗毒性研究我们得出结论，与母体次卟啉 IX 相比，半乳糖片段的引入导致细胞毒性降低，但具有两个 D-半乳糖片段的次卟啉 IX 衍生物的光诱导细胞毒性与次卟啉 IX 相比有所增加。研究表明，ROS 诱导引起的氧化应激会导致所研究的卟啉产生光致毒性。