新型单取代两亲性酞菁锌的制备及其光动力活性研究

Synthesis and Photodynamic Activity of a New Type of Pentalysine 2-Carbonylphthalocyanine Zinc

设计并制备了一种组成和结构单一的新型两亲性酞菁锌光敏剂.采用固相合成法合成出2单-羧基取代酞菁锌,并使之与五聚赖氨酸偶联成五聚赖氨酸2-羰基酞菁锌.综合运用各种分析及光谱方法对所得化合物进行表征和确认.研究了在光照下五聚赖氨酸2-羰基酞菁锌对3种肿瘤细胞(人源肝癌细胞Bel7402、人源胃癌细胞BGC823和人源白血病细胞K562)与一种正常细胞(人源胚肺成纤维细胞HELF)的杀灭活性.该光敏剂不仅克服了酞菁锌在水中溶解度低的问题,且因所偶联的五聚赖氨酸对肿瘤细胞有靶向作用,具有较高的杀灭肿瘤细胞活性.

Phthalocyanine zinc （ZnPc） and its derivatives is a class of promising photosensitizer due to its su- perior photodynamic activity. However, the poor water solubility and the difficulty to obtain pure ZnPc compounds limit the clinical development of this class of photosensitizer. We developed a large scale preparation and purification of a new asymmetric phthaloeyanine zinc compound, 2-carboxyphthalocyanine zinc. Here we report the synthesis of pentalysine 2-carbonylphthalocyanine zinc and its photodynamic activity. The compound was characterized by analytical and spectroscopic methods. The phototoxicity of this compound was evaluated in vitro with human liver cancer cell line （ Be17402）, human gastric carcinoma cell line （ BGC823 ）, human leukemia cell line（K562） and human embryo lung fibroblast cell line（HELF）. This compound shows not only the phototoxicity to these cells, but also improves water solubility. We also demonstrate that the presence of cell breaks down the aggregation of pentalysine 2-carbonylphthalocyanine zinc in aqueous solution.