Influence of cationic, anionic or non-charged substituents on photodynamic activity of water-soluble zinc (aza)phthalocyanines

Miloslav Macháček; Jan Kollár; Marie Halašková; Monika Steklá; Saad Makhseed; Tomáš Šimůnek; Petr Zimčík

doi:10.1117/12.2525591

7 August 2019 Influence of cationic, anionic or non-charged substituents on photodynamic activity of water-soluble zinc (aza)phthalocyanines

Miloslav Macháček, Jan Kollár, Marie Halašková, Monika Steklá, Saad Makhseed, Tomáš Šimůnek, Petr Zimčík

Author Affiliations +

Proceedings Volume 11070, 17th International Photodynamic Association World Congress; 110709M (2019) https://doi.org/10.1117/12.2525591
Event: 17th International Photodynamic Association World Congress, 2019, Cambridge, Massachusetts, United States

Abstract

Solubility of (aza)phthalocyanines ((Aza)Pc) in water is very limited due to their flat aromatic core that makes them prone to aggregation. Stacking of (Aza)Pc cores (forming dimers or higher-order aggregates) leads to quenching of their excited states – fluorescence and ¹O₂ production [1]. Several approaches to improve the solubility have been described, but truly non aggregating water-soluble (Aza)Pcs are still scarce [2-7]. Here we present a series of novel water-soluble hydrophilic and amphiphilic zinc (Aza)Pcs with differently charged (cationic and anionic) as well as non-charged peripheral substituents. These compounds were directly compared to several clinically approved photosensitizers (PSs; verteporfin, temoporfin, Photosens, methylene blue and protoporphyrin IX – a photodynamically active product of a prodrug 5-aminolevulinic acid).

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Miloslav Macháček, Jan Kollár, Marie Halašková, Monika Steklá, Saad Makhseed, Tomáš Šimůnek, and Petr Zimčík "Influence of cationic, anionic or non-charged substituents on photodynamic activity of water-soluble zinc (aza)phthalocyanines", Proc. SPIE 11070, 17th International Photodynamic Association World Congress, 110709M (7 August 2019); https://doi.org/10.1117/12.2525591

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