New water-soluble cationic indium (III) phthalocyanine bearing thioquinoline moiety; Synthesis, photophysical and photochemical studies with high singlet oxygen yield
Affiliations: Department of Chemistry, Yıldız Technical University, Faculty of Arts and Science, Esenler, Istanbul, Turkey
Correspondence:
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Corresponding author: Ali Erdoğmuş, Yıldız Technical University, Faculty of Arts and Science,
Department of Chemistry, 34210, Esenler, Istanbul, Turkey. Tel.: +90 21638341;
E-mail: [email protected].
Abstract: The synthesis and characterization of (4) - tetra[2-thioquinoline]phthalocyaninato indium (III) (2) and quaternized (4)- tetra[2-thioquinoline]phthalocyaninato indium (III) (3), are described. Photochemical and photophysical properties of 2 and 3 in DMSO; and of 3 in water are also presented. A comparison between the photophysical and photochemical parameters of 2 and 3 showed that 2 is a better photosensitizer than 3. The quantum yield values of fluorescence (ΦF), and singlet oxygen formation (ΦΔ) for 2 are 0.012 and 0.74, respectively. These values are higher than those for 3, which exhibited the values 0.006 and 0.66, respectively. The values for 3 in aqueous solution are 0.002 and 0.17 (0.42 plus Triton X-100) respectively due to aggregation behavior in the solution, and these values suggest that indium phthalocyanine 2 and its water-soluble derivative 3 can find use as photosensitizer in the photodynamic therapy (PDT) of cancer.
Keywords: Indium (III) phthalocyanine, photochemistry, singlet oxygen, photophysics
