Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands
Hypothesis Metalloporphyrins are extensively investigated for their ability to form reactive oxygen species and as potent photosensitisers for use in photodynamic therapy. However, their hydrophobicity generally causes solubility issues concerning in vivo delivery due to lack of distribution and...
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| Format: | Article |
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Elsevier
2018
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| Online Access: | https://eprints.nottingham.ac.uk/50850/ |
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| author | Alea-Reyes, Maria E. Penon, Oriol García Calavia, Paula Marín, María J. Russell, David A. Pérez-García, Lluïsa |
| author_facet | Alea-Reyes, Maria E. Penon, Oriol García Calavia, Paula Marín, María J. Russell, David A. Pérez-García, Lluïsa |
| author_sort | Alea-Reyes, Maria E. |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | Hypothesis
Metalloporphyrins are extensively investigated for their ability to form reactive oxygen species and as potent photosensitisers for use in photodynamic therapy. However, their hydrophobicity generally causes solubility issues concerning in vivo delivery due to lack of distribution and low clearance from the body. Immobilising porphyrins on carriers, such as gold nanoparticles (GNP), can overcome some of these drawbacks. The mode of assembling the porphyrins to the carrier influences the properties of the resulting drug delivery systems.
Experiments
We describe the synthesis and characterisation of new porphyrin decorated water soluble GNP and we explore Zn-imidazole axial coordination as the mode of linking the porphyrin to the metallic core of the nanoparticles. Quantification of singlet oxygen production, toxicity in dark, cellular uptake by SK-BR-3 cells and phototoxicity have been assessed.
Findings
Axial coordination limits the number of porphyrins on the gold surface, reduces the formation of aggregates, and diminishes metal exchange in the porphyrin, all of which contribute to enhance the efficiency of singlet oxygen generation from the immobilised porphyrin. In vitro experiments on SK-BR-3 cells reveal a fast uptake followed by more than 80% cell death after irradiation with low doses of light. |
| first_indexed | 2025-11-14T20:18:28Z |
| format | Article |
| id | nottingham-50850 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T20:18:28Z |
| publishDate | 2018 |
| publisher | Elsevier |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-508502020-05-04T19:43:13Z https://eprints.nottingham.ac.uk/50850/ Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands Alea-Reyes, Maria E. Penon, Oriol García Calavia, Paula Marín, María J. Russell, David A. Pérez-García, Lluïsa Hypothesis Metalloporphyrins are extensively investigated for their ability to form reactive oxygen species and as potent photosensitisers for use in photodynamic therapy. However, their hydrophobicity generally causes solubility issues concerning in vivo delivery due to lack of distribution and low clearance from the body. Immobilising porphyrins on carriers, such as gold nanoparticles (GNP), can overcome some of these drawbacks. The mode of assembling the porphyrins to the carrier influences the properties of the resulting drug delivery systems. Experiments We describe the synthesis and characterisation of new porphyrin decorated water soluble GNP and we explore Zn-imidazole axial coordination as the mode of linking the porphyrin to the metallic core of the nanoparticles. Quantification of singlet oxygen production, toxicity in dark, cellular uptake by SK-BR-3 cells and phototoxicity have been assessed. Findings Axial coordination limits the number of porphyrins on the gold surface, reduces the formation of aggregates, and diminishes metal exchange in the porphyrin, all of which contribute to enhance the efficiency of singlet oxygen generation from the immobilised porphyrin. In vitro experiments on SK-BR-3 cells reveal a fast uptake followed by more than 80% cell death after irradiation with low doses of light. Elsevier 2018-07-01 Article PeerReviewed Alea-Reyes, Maria E., Penon, Oriol, García Calavia, Paula, Marín, María J., Russell, David A. and Pérez-García, Lluïsa (2018) Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands. Journal of Colloid and Interface Science, 521 . pp. 81-90. ISSN 1095-7103 Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin; Gold nanoparticles; Imidazole ligands Zn(II)-imidazole axial coordination; Singlet oxygen production; SK-BR-3 cells; Cellular uptake; Dark cytotoxicity; Phototoxiciy; Photodynamic therapy https://www.sciencedirect.com/science/article/pii/S002197971830256X doi:10.1016/j.jcis.2018.03.014 doi:10.1016/j.jcis.2018.03.014 |
| spellingShingle | Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin; Gold nanoparticles; Imidazole ligands Zn(II)-imidazole axial coordination; Singlet oxygen production; SK-BR-3 cells; Cellular uptake; Dark cytotoxicity; Phototoxiciy; Photodynamic therapy Alea-Reyes, Maria E. Penon, Oriol García Calavia, Paula Marín, María J. Russell, David A. Pérez-García, Lluïsa Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands |
| title | Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands |
| title_full | Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands |
| title_fullStr | Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands |
| title_full_unstemmed | Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands |
| title_short | Synthesis and in vitro phototoxicity of multifunctional Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands |
| title_sort | synthesis and in vitro phototoxicity of multifunctional zn(ii)meso-tetrakis(4-carboxyphenyl)porphyrin-coated gold nanoparticles assembled via axial coordination with imidazole ligands |
| topic | Zn(II)meso-tetrakis(4-carboxyphenyl)porphyrin; Gold nanoparticles; Imidazole ligands Zn(II)-imidazole axial coordination; Singlet oxygen production; SK-BR-3 cells; Cellular uptake; Dark cytotoxicity; Phototoxiciy; Photodynamic therapy |
| url | https://eprints.nottingham.ac.uk/50850/ https://eprints.nottingham.ac.uk/50850/ https://eprints.nottingham.ac.uk/50850/ |