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Porphyrin and Galactosyl Conjugated Micelles for Targeting Photodynamic Therapy

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Abstract

Purpose

To study the targeting and photodynamic therapy efficiency of porphyrin and galactosyl conjugated micelles based on amphiphilic copolymer galactosyl and mono-aminoporphyrin (APP) incoporated poly(2-aminoethyl methacrylate)-polycaprolactone (Gal-APP-PAEMA-PCL).

Methods

Poly(2-aminoethyl methacrylate)-polycaprolactone (PAEMA-PCL) was synthesized by the combination of ring opening polymerization and reversible addition-fragmentation chain transfer (RAFT) polymerization, and then Gal-APP-PAEMA-PCL was obtained after conjugation of lactobionic acid and 5-(4-aminophenyl)-10,15,20-triphenylporphyrin (APP) to PAEMA-PCL. The chemical structures of the copolymers were characterized, and their biological properties were evaluated in human laryngeal carcinoma (HEp2) and human hepatocellular liver carcinoma (HepG2) cells.

Results

Both APP-PAEMA-PCL and Gal-APP-PAEMA-PCL did not exhibit dark cytotoxicity to HEp2 cells and HepG2 cells. However, Gal-APP-PAEMA-PCL was taken up selectively by HepG2 cells and had the higher phototoxicity effect. Both polymers preferentially localized within cellular vesicles that correlated to the lysosomes.

Conclusions

The results indicated that porphyrin and galactosyl conjugated polymer micelles exhibited higher targeting and photodynamic therapy efficacy in HepG2 cells than in HEp2 cells.

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Acknowledgement

The financial supports from National Natural Science Foundation of China (50633020), Ministry of Science and Technology of China (2005CB623903) and Ministry of Education of China (Cultivation Fund of Key Scientific and Technical Innovation, Project 707043) are gratefully acknowledged.

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Authors and Affiliations

  1. Key Laboratory of Biomedical Polymers of Ministry of Education, Department of Chemistry, Wuhan University, Wuhan, 430072, China

    De-Qun Wu, Ze-Yong Li, Cao Li, Jian-Jun Fan, Bo Lu, Cong Chang, Si-Xue Cheng, Xian-Zheng Zhang & Ren-Xi Zhuo

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  1. De-Qun Wu
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  2. Ze-Yong Li
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  3. Cao Li
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Correspondence to Xian-Zheng Zhang.

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Wu, DQ., Li, ZY., Li, C. et al. Porphyrin and Galactosyl Conjugated Micelles for Targeting Photodynamic Therapy. Pharm Res 27, 187–199 (2010). https://doi.org/10.1007/s11095-009-9998-8

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  • DOI: https://doi.org/10.1007/s11095-009-9998-8

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