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Synthesis, Photophysical and Photochemical Properties of a Set of Silicon Phthalocyanines Bearing Anti-Inflammatory Groups

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Abstract

In this study, a series of novel silicon (IV) phthalocyanines conjugated axially with anti-inflammatory (sulindac) and triethylene glycol groups has been synthesized. Different synthetic strategies were attempted to obtain the targeted molecules in high yield. The compounds were fully characterized by using different analyses techniques. Our objectives were to generate a system with sulindac group which enhances the singlet oxygen generation and exhibits anti-cancer effect. Therefore, photophysical and photochemical properties of these compounds were investigated in different solvents. The substituent effect on fluorescence quantum yield and singlet oxygen generation was evaluated for efficiency in photodynamic therapy (PDT) as photosensitizer. The molecules exhibited no aggregation tendency, solubility in common organic solvents, high singlet oxygen quantum yield and high photostability in DMSO so these favourable properties make them good candidates as photosensitizer for PDT. In addition, their stabilities were investigated in DMSO, THF, acetonitrile and DMF.

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Acknowledgements

The Scientific and Technological Research Council of Turkey (TUBITAK) is gratefully acknowledged (project 114Z463 coupled to the COST Action CM1106).

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Authors and Affiliations

  1. Department of Chemistry, Gebze Technical University, Gebze, 41400, Kocaeli, Turkey

    Belgin Şahin, Sevinc Zehra Topal & Devrim Atilla

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  1. Belgin Şahin
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  2. Sevinc Zehra Topal
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  3. Devrim Atilla
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Correspondence to Devrim Atilla.

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Şahin, B., Topal, S.Z. & Atilla, D. Synthesis, Photophysical and Photochemical Properties of a Set of Silicon Phthalocyanines Bearing Anti-Inflammatory Groups. J Fluoresc 27, 407–416 (2017). https://doi.org/10.1007/s10895-016-1969-y

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