Synthesis of three cisplatin-conjugated asymmetric porphyrin photosensitizers for photodynamic therapy

Photodynamic therapy provides a promising solution for treating various cancer types. In this study, three distinct asymmetric porphyrin-cisplatin complex photosensitizers (ZnPt-P1, ZnPt-P2, and ZnPt-P3) were synthesized, each having unique side chains. Through a set of experiments involving singlet...

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Published in:Dalton transactions : an international journal of inorganic chemistry 2024-01, Vol.53 (2), p.582-59
Main Authors: Zhang, Wen-Yuan, Li, Gui-Chen, Fan, Yan, Sun, Xue-Qin, Wang, Bo, Zhang, Chun-Yan, Feng, Xiao-Xia, Xu, Wei-Bing, Liu, Jia-Cheng
Format: Article
Language:English
Subjects:
Asymmetry
Cancer
Density functional theory
Light irradiation
Photodynamic therapy
Porphyrins
Singlet oxygen
Toxicity testing
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Summary:Photodynamic therapy provides a promising solution for treating various cancer types. In this study, three distinct asymmetric porphyrin-cisplatin complex photosensitizers (ZnPt-P1, ZnPt-P2, and ZnPt-P3) were synthesized, each having unique side chains. Through a set of experiments involving singlet oxygen detection and density functional theory, ZnPt-P1 was demonstrated to have excellent efficacy, exceeding that of ZnPt-P2 and ZnPt-P3. Notably, ZnPt-1 showed significant phototoxicity while maintaining low dark toxicity when tested on HepG2 cells. Additionally, further examination revealed that ZnPt-P1 had the capability to generate reactive oxygen species within cancer cells when exposed to light irradiation. Taken together, these results highlight the potential of ZnPt-P1 as a photosensitizer for use in photodynamic therapy. This study contributes to enhancing cancer treatment methodologies and provides insights for the future development of innovative drugs for photosensitization. The structures, DFT calculation, photophysical properties and biochemical properties of three novel asymmetric porphyrin photosensitizers ZnPt-P1-ZnPt-P3 are reported.
ISSN:1477-9226
1477-9234
DOI:10.1039/d3dt02900j