Hydrophilic vs. amphiphilic anionic Zn(II) phthalocyanines for photodynamic therapy
Two sets of water-soluble zinc (II) phthalocyanines (Zn[II]Pcs) were synthesized and examined for use as photosensitizers in photodynamic therapy. These Zn(II)Pcs contained numerous negatively charged electron-withdrawing carboxylic acid substituents in a rigid arrangement at peripheral positions, s...
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Elsevier
2025-07-01
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| Series: | Kuwait Journal of Science |
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| Online Access: | https://www.sciencedirect.com/science/article/pii/S2307410825000598 |
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| description | Two sets of water-soluble zinc (II) phthalocyanines (Zn[II]Pcs) were synthesized and examined for use as photosensitizers in photodynamic therapy. These Zn(II)Pcs contained numerous negatively charged electron-withdrawing carboxylic acid substituents in a rigid arrangement at peripheral positions, subsequently converted into sodium salts. Additionally, the impact of the number and distribution of charged groups on the planar hydrophobic core was examined to assess their influence on the photophysical properties and self-aggregation behavior of the Pcs in an aqueous media. The photophysical findings indicate that the amphiphilic macrocycles (2A, 3A, and 4A) produce more singlet oxygen than the hydrophilic ones (2H, 3H, and 4H) in DMF. The photodynamic activity of sodium salts of Zn(II)Pcs bearing anionic substituents (compounds 4A and 4H) was evaluated in vitro against oral squamous cell carcinoma (SCC-9) and mouse fibroblast (L-929) cell lines to help elucidate the cell death mechanism. The results confirmed that 4A exhibits high selectivity and efficiency in causing phototoxicity, with an IC50 value of around 3.8 μM. This work provides new insights into the advanced development of dual-directional ZnPc-based photodynamic therapy agents for treating oral squamous cell cancer. © 2025 |
| format | Article |
| id | doaj-art-94b91abd80b54d949e595a25159079db |
| institution | OA Journals |
| issn | 2307-4108 2307-4116 |
| language | English |
| publishDate | 2025-07-01 |
| publisher | Elsevier |
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| series | Kuwait Journal of Science |
| spelling | doaj-art-94b91abd80b54d949e595a25159079db2025-08-20T02:10:28ZengElsevierKuwait Journal of Science2307-41082307-41162025-07-0152310041510.1016/j.kjs.2025.100415Hydrophilic vs. amphiphilic anionic Zn(II) phthalocyanines for photodynamic therapyTwo sets of water-soluble zinc (II) phthalocyanines (Zn[II]Pcs) were synthesized and examined for use as photosensitizers in photodynamic therapy. These Zn(II)Pcs contained numerous negatively charged electron-withdrawing carboxylic acid substituents in a rigid arrangement at peripheral positions, subsequently converted into sodium salts. Additionally, the impact of the number and distribution of charged groups on the planar hydrophobic core was examined to assess their influence on the photophysical properties and self-aggregation behavior of the Pcs in an aqueous media. The photophysical findings indicate that the amphiphilic macrocycles (2A, 3A, and 4A) produce more singlet oxygen than the hydrophilic ones (2H, 3H, and 4H) in DMF. The photodynamic activity of sodium salts of Zn(II)Pcs bearing anionic substituents (compounds 4A and 4H) was evaluated in vitro against oral squamous cell carcinoma (SCC-9) and mouse fibroblast (L-929) cell lines to help elucidate the cell death mechanism. The results confirmed that 4A exhibits high selectivity and efficiency in causing phototoxicity, with an IC50 value of around 3.8 μM. This work provides new insights into the advanced development of dual-directional ZnPc-based photodynamic therapy agents for treating oral squamous cell cancer. © 2025https://www.sciencedirect.com/science/article/pii/S2307410825000598dual-directionalityoral cancerphotodynamic therapyphthalocyanineszinc (ii) phthalocyanine |
| spellingShingle | Hydrophilic vs. amphiphilic anionic Zn(II) phthalocyanines for photodynamic therapy Kuwait Journal of Science dual-directionality oral cancer photodynamic therapy phthalocyanines zinc (ii) phthalocyanine |
| title | Hydrophilic vs. amphiphilic anionic Zn(II) phthalocyanines for photodynamic therapy |
| title_full | Hydrophilic vs. amphiphilic anionic Zn(II) phthalocyanines for photodynamic therapy |
| title_fullStr | Hydrophilic vs. amphiphilic anionic Zn(II) phthalocyanines for photodynamic therapy |
| title_full_unstemmed | Hydrophilic vs. amphiphilic anionic Zn(II) phthalocyanines for photodynamic therapy |
| title_short | Hydrophilic vs. amphiphilic anionic Zn(II) phthalocyanines for photodynamic therapy |
| title_sort | hydrophilic vs amphiphilic anionic zn ii phthalocyanines for photodynamic therapy |
| topic | dual-directionality oral cancer photodynamic therapy phthalocyanines zinc (ii) phthalocyanine |
| url | https://www.sciencedirect.com/science/article/pii/S2307410825000598 |