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Issue 11, 2019
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Exocyclically metallated tetrapyridinoporphyrazine as a potential photosensitizer for photodynamic therapy

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Abstract

We report the first exocyclically metallated tetrapyridinoporphyrazine, [tetrakis-(trans-Pt(NH3)2Cl)-tetra(3,4-pyrido)porphyrazine-zinc(II)](NO3)4 (4), synthesized in a multistep synthesis starting from 3,4-pyridinedicarbonitrile (1). The synthetic procedure involved a platination reaction of the intermediate tetra(3,4-pyrido)porphyrazine-zinc(II) (2), whereby the zinc(II) enhanced the solubility of the intermediate enabling the platination reaction. A similar approach to synthesize [tetrakis-(trans-Pt(NH3)2Cl)-tetra(3,4-pyrido)porphyrazine](NO3)4 (5) failed due to the unsuitable solubility properties of the intermediate tetra(3,4-pyrido)porphyrazine (3). The final product 4 and the intermediates were characterized, the photochemical and photophysical properties were determined and the photocytotoxicities were investigated. We demonstrate that the platinated tetra-pyridinoporphyrazine 4 is a potential photosensitizer for photodynamic therapy (PDT).

Graphical abstract: Exocyclically metallated tetrapyridinoporphyrazine as a potential photosensitizer for photodynamic therapy

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Publication details

The article was received on 12 Aug 2019, accepted on 11 Oct 2019 and first published on 11 Oct 2019


Article type: Paper
DOI: 10.1039/C9PP00336C
Photochem. Photobiol. Sci., 2019,18, 2792-2803

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    Exocyclically metallated tetrapyridinoporphyrazine as a potential photosensitizer for photodynamic therapy

    L. Schneider, M. Larocca, W. Wu, V. Babu, R. Padrutt, E. Slyshkina, C. König, S. Ferrari and B. Spingler, Photochem. Photobiol. Sci., 2019, 18, 2792
    DOI: 10.1039/C9PP00336C

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