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Synthesis of a porphyrin with histidine-like chelate: an efficient path towards molecular PDT/SPECT theranostics

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Steven Yap, Huguette Savoie, Isaline Renard, Benjamin Burke, Harry Sample, Saul Michue-Seijas, Steve Archibald, Ross W. Boyle, Graeme Stasiuk

Original languageEnglish
Pages (from-to)11090-11093
Number of pages4
JournalChemical communications (Cambridge, England)
Volume56
Issue number75
DOIs
Publication statusPublished - 25 Sep 2020

King's Authors

Abstract

The goal of "personalised" medicine has seen a growing interest in the development of theranostic agents. Bifunctional, and targeted-trifunctional, theranostic water-soluble porphyrins with a histidine-like chelating group have been synthesised via copper-catalysed azide-alkyne cycloaddition (CuAAC) "click" chemistry in high yield and purity. They are capable of photodynamic treatment and [99mTc(CO)3]+ complexation for single-photon emission computed tomography (SPECT) imaging, with a radiochemical yield of >95%. The toxicity and phototoxicity were evaluated on HT-29 cells, DU145, and DU145-PSMA cell lines, with the targeted theranostic showing more potent phototoxicity towards DU145-PSMA expressing cells.

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