Synthesis of a porphyrin with histidine-like chelate: an efficient path towards molecular PDT/SPECT theranostics. Issue 75 (19th August 2020)

• Record Type: Journal Article
• Authors: Yap, Steven Y.; Savoie, Huguette; Renard, Isaline; Burke, Benjamin P.; Sample, Harry C.; Michue-Seijas, Saul; Archibald, Stephen J.; Boyle, Ross W.; Stasiuk, Graeme J.
• Is Part Of: Chemical communications. Volume 56:Issue 75(2020)
• Page Start: 11090
• Page End: 11093
• Publication Date: 2020-08-19
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc03958f
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : "Click" chemistry was utilised to synthesis multifunctional theranostic drugs with therapeutic, diagnostic, and prostate-cancer targeting capabilities, paving a path towards "personalised" medicine ultimately improving patients' quality of life. 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 [ 99m Tc(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.