Porphyrin and galactosyl conjugated micelles for targeting photodynamic therapy.
OBJECTIVE
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.
Wu
De-Qun
DQ
Key Laboratory of Biomedical Polymers of Ministry of Education, Department of Chemistry, Wuhan University, Wuhan, 430072, China.
Li
Ze-Yong
ZY
Li
Cao
C
Fan
Jian-Jun
JJ
Lu
Bo
B
Chang
Cong
C
Cheng
Si-Xue
SX
Zhang
Xian-Zheng
XZ
Zhuo
Ren-Xi
RX
D037263:Asialoglycoprotein Receptor / Q000378:metabolism; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004337:Drug Carriers / Q000138:chemical synthesis*; D004339:Drug Compounding / Q000379:methods; D016503:Drug Delivery Systems / Q000379:methods*; D004354:Drug Screening Assays, Antitumor; D005690:Galactose / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology; D056945:Hep G2 Cells; D006801:Humans; D008823:Micelles; D008954:Models, Biological; D010316:Particle Size; D010778:Photochemotherapy / Q000379:methods*; D011091:Polyesters / Q000737:chemistry; D011108:Polymers / Q000138:chemical synthesis*; D011166:Porphyrins / Q000138:chemical synthesis* / Q000493:pharmacokinetics / Q000494:pharmacology
D037263:Asialoglycoprotein Receptor; D004337:Drug Carriers; D008823:Micelles; D011091:Polyesters; D011108:Polymers; D011166:Porphyrins; C016240:polycaprolactone; D005690:Galactose