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

Ao Wang, Li Zhou, Kelong Fang, Lin Zhou, Yun Lin, Jiahong Zhou, Shaohua Wei

Index: Eur. J. Med. Chem. 58 , 12-21, (2012)

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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.Copyright © 2012 Elsevier Masson SAS. All rights reserved.