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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

Authors

Maria E. Alea-Reyes

Oriol Penon

Paula García Calavia

María J. Marín

David A. Russell



Abstract

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.

Journal Article Type Article
Publication Date Jul 1, 2018
Journal Journal of Colloid and Interface Science
Print ISSN 0021-9797
Electronic ISSN 1095-7103
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 521
APA6 Citation Alea-Reyes, M. E., Penon, O., García Calavia, P., Marín, M. J., Russell, D. A., & Pérez-García, L. (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, https://doi.org/10.1016/j.jcis.2018.03.014
DOI https://doi.org/10.1016/j.jcis.2018.03.014
Keywords 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
Publisher URL https://www.sciencedirect.com/science/article/pii/S002197971830256X
Copyright Statement Copyright information regarding this work can be found at the following address: http://creativecommons.org/licenses/by-nc-nd/4.0

Files

Revised Manuscript SM JCIS AuNPs-imidazole-porphyrin.pdf (1.4 Mb)
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Copyright Statement
Copyright information regarding this work can be found at the following address: http://creativecommons.org/licenses/by-nc-nd/4.0





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