光动力治疗(Photodynamic Therapy,PDT)是通过光辐照破坏吸收光敏剂后的肿瘤组织治疗癌症的一种光学疗法.在PDT过程中(图1),光敏剂利用光能将三线态的氧(3^O2)转变成单线态的氧(1^O2),使细胞发生氧化损伤,最后导致癌细胞的凋亡(Apoptosis)或坏死(Necrosis).Photofrin是最早获得美国医管局批准应用于临床的PDT药物,它是由血卟啉经过酸化处理后得到的一个混合物.
10-(2-Hydroxylphenyl)-5,15-bis(pentafluorophenyl) corrole(1) was found to have a remarkable photocytotoxicity on nasopharyngeal carcinoma(NPC) cell line( Chang C. K. et al. , Proc SPIE, 2006, Vol. 6139, p268). To explore the heavy-atom effect on corrole photosensitizer, an exact analogue of corole 1 with the modification of two heavy iodine atoms on its 10-phenyl group, 10-(2-hydroxyl-3,5-diiodophenyl)-5,15- bis(pentafluorophenyl) corrole(2), were synthesized. Surprisingly, the photocytoxicity of corrole 2 on NPC cell dropped sharply as compared to corole 1. It exhibited no significant PDT cytotoxicity even if its concentration reached 2 μmol/L. This may be caused by the lowering of its singlet oxygen quantum yield in PDT, although the intersystem crossing of corrole 2 could be enhanced by iodine heavy-atom effect as indicated by the strong decrease of its fluorescence emission.