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Exocyclically metallated tetrapyridinoporphyrazine as a potential Photosensitizer for Photodynamic Therapy

Abstract

We report the synthesis of 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).

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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, Accepted Manuscript

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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, Accepted Manuscript , DOI: 10.1039/C9PP00336C

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