In this work we elaborated an approach to the synthesis of meso-arylporphyrin with pendant amino groups. This approach is based on the preliminary functionalization of 4-(4-bromobutyloxy

In this study two pairs of novel zinc-porphyrin complexes (ZnP1 ZnP2 ZnP3 and ZnP4) were synthesized as sensitizers for DSSC and their photophysical, computational studies and photovoltaic properties were investigated. Structures of proposed dyes are based on a molecular design that relies on donor/[Formula: see text]-bridge/acceptor interactions. Compounds differ by anchoring mode to the titanium dioxide surface: ZnP2 and ZnP4 porphyrins possess carboxyl anchoring groups while ZnP1 and ZnP3 porphyrins have similar structure but without anchors and attached to the surface by isonicotinic acid ligands. All the zinc-porphyrin derivatives bear hexyloxy-chains at the para-positions of their phenyl rings and ZnP3 and ZnP4 contain 1,3,5-triazine fragments as efficient electron transfer bridges. Electron density distribution of the frontier molecular orbitals was calculated based on the density functional theory (DFT). The test DSSC was manufactured and its parameters were measured to compare the effectiveness of the proposed sensitizers. Our results reveal that dyes with an anchoring group directly in their structure demonstrated several times higher efficiency. The use of the triazine fragment proved effective for the introduction of acceptor substituents bearing anchor groups. As a result, the highest efficiency of 4.33% was achieved using the dye ZnP4.

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This paper reports on the design and synthesis of new multifunctional porphyrin-based therapeutic agents for potential therapeutic and diagnostic applications. Zinc complexes of A3B-type meso-arylporphyrins containing OH- and COOH- groups were modified with chelating ligands based on 4′-(4-methylphenyl)-2,2′:6′,2″-terpyridine derivatives in high yields. Novel complexes with Gd(III), Fe(III) were obtained for these conjugates. Aggregation behaviour in solutions of different solubilisers was studied to inform the selection of the optimal solubilising platform for the porphyrins obtained; their photophysical and photochemical properties were also characterised. Micellar Pluronic F127 formulation was found to be the most effective solubiliser for stabilising the fluorescence-active monomolecular form of the photosensitisers (PS). In vitro cytotoxicity of the compounds was studied on the HEP-2 cell line with and without irradiation for 1.5 and 24 h. As a result, the IC50 of compounds 12 and 14 at an irradiation dose of 8.073 J/cm2 was shown to be 1.87 ± 0.333 and 1.4 ± 0.152 μM, respectively; without irradiation, the compound had no toxic effect within the studied concentration range (1.5 h). A test for the inhibition of metabolic cooperation or promoter activity was also performed for the abovementioned compounds, showing the efficacy and safety of the conjugates obtained. Preliminary data have indicated the high potential of the new type of PS to be promising molecular theranostic agents.