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新型八阳离子和非离子 1,2-乙二胺取代的锌(Ⅱ)酞菁的合成及其体外抗癌活性比较。

Synthesis of novel octa-cationic and non-ionic 1,2-ethanediamine substituted zinc (Ⅱ) phthalocyanines and their in vitro anti-cancer activity comparison.

机构信息

College of Chemistry and Materials Science, Jiangsu Key Laboratory of Biofunctional Materials, Nanjing Normal University, Wenyuan Road No.1, Nanjing 210046, PR China.

出版信息

Eur J Med Chem. 2012 Dec;58:12-21. doi: 10.1016/j.ejmech.2012.09.038. Epub 2012 Oct 2.

DOI:10.1016/j.ejmech.2012.09.038
PMID:23085141
Abstract

Novel tetra-substituted zinc phthalocyanines (Pcs) bearing 1,2-ethanediamine group and the quaternized derivatives were synthesized and characterized. The photophysical and cellular properties of these Pcs were investigated. The results indicated that the quaternized ionic effect can greatly improve the water-solubility of Pcs and reduce their aggregation degree in aqueous solution. Comparative studies with quaternized phthalocyanine and its unquaternized counterpart have also demonstrated that the quaternary action on the molecules significantly enhances the fluorescence quantum yields, fluorescence lifetimes, efficiency of singlet oxygen production and, thereby, the in vitro photodynamic therapy efficacy.

摘要

新型四取代锌酞菁(Pc),具有 1,2-乙二胺基团和季铵化衍生物,已被合成和表征。这些 Pc 的光物理和细胞性质已被研究。结果表明,季铵化的离子效应可以极大地提高 Pc 的水溶性,并降低其在水溶液中的聚集程度。与季铵化酞菁及其非季铵化对应物的比较研究也表明,分子上的季铵化作用显著提高了荧光量子产率、荧光寿命、单线态氧产生效率,从而提高了体外光动力治疗效果。

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