Synthesis, and characterization folate-conjugated photocleavable poly(4-substituted-ε-caprolactone) polymers for drug delivery

被引:1
作者
Fang, Jia-You [1 ]
Lin, Yin-Ku [2 ]
Wang, Shiu-Wei [3 ]
Lee, Ren-Shen [3 ]
机构
[1] Chang Gung Univ, Grad Inst Nat Prod, Taoyuan, Taiwan
[2] Chang Gung Mem Hosp, Dept Tradit Chinese Med, Keelung, Taiwan
[3] Chang Gung Univ, Div Nat Sci, Ctr Gen Educ, 259 Wen Hwa 1st Rd, Taoyuan 33302, Taiwan
关键词
Photo-cleavable; folic acid; micellization; polyester; target; BLOCK-COPOLYMERS; NANOPARTICLES; MICELLES; PH; RELEASE; DESIGN;
D O I
10.1080/00914037.2018.1539987
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
Photo-cleavable polymers containing 5-hydroxy-2-nitrobenzyl alcohol (ONB) junction point between the target molecule of folic acid (FA) and the hydrophobic poly(4-substituted--caprolactone) (PXCLn) chain were synthesized. FA -terminated ONB-PXCLn polymers formed micelles with critical micelle concentration (CMC) 1.2 - 64.3mg L-1. Fluorescence emission spectroscopy indicated the release of Nile red encapsulated FA-ONB-PXCLn micelles in response to irradiation. Light-triggered bursts released were observed for drug-loaded FA-ONB-PXCLn micelles. The nanoparticles exhibited nonsignificant toxicity at concentrations up to 300 mu g mL(-1). Flow cytometry revealed that the uptake of folate-targeted doxorubicin (DOX) -encapsulated micelles by HeLa cells was faster than that of free DOX.
引用
收藏
页码:53 / 63
页数:11
相关论文
共 36 条
[1]   Functionalized Stimuli-Responsive Nanocages from Photocleavable Block Copolymers [J].
Bertrand, Olivier ;
Poggi, Elio ;
Gohy, Jean-Francois ;
Fustin, Charles-Andre .
MACROMOLECULES, 2014, 47 (01) :183-190
[2]   Folic acid-modified clay: targeted surface design for cell culture applications [J].
Bongartz, Rebecca ;
Ag, Didem ;
Seleci, Muharrem ;
Walter, Johanna-G. ;
Yalcinkaya, Esra E. ;
Demirkol, Dilek Odaci ;
Stahl, Frank ;
Timur, Suna ;
Scheper, Thomas .
JOURNAL OF MATERIALS CHEMISTRY B, 2013, 1 (04) :522-528
[3]   Photo, pH, and thermo triple-responsive spiropyran-based copolymer nanoparticles for controlled release [J].
Chen, Shuo ;
Jiang, Fengjuan ;
Cao, Ziquan ;
Wang, Guojie ;
Dang, Zhi-Min .
CHEMICAL COMMUNICATIONS, 2015, 51 (63) :12633-12636
[4]   A novel self-assembled targeted nanoparticle platform based on carboxymethylcellulose co-delivery of anticancer drugs [J].
Dai, Lin ;
Liu, Ke-Feng ;
Si, Chuan-Ling ;
He, Jing ;
Lei, Jian-Du ;
Guo, Li-Qun .
JOURNAL OF MATERIALS CHEMISTRY B, 2015, 3 (32) :6605-6617
[5]   Photo-responsive block copolymer micelles: design and behavior [J].
Gohy, Jean-Francois ;
Zhao, Yue .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (17) :7117-7129
[6]   Tailored Assemblies of Block Copolymers in Solution: It Is All about the Process [J].
Hayward, Ryan C. ;
Pochan, Darrin J. .
MACROMOLECULES, 2010, 43 (08) :3577-3584
[7]   Nanocarriers' entry into the cell: relevance to drug delivery [J].
Hillaireau, Herve ;
Couvreur, Patrick .
CELLULAR AND MOLECULAR LIFE SCIENCES, 2009, 66 (17) :2873-2896
[8]   Core cross-linked polyphosphoester micelles with folate-targeted and acid-cleavable features for pH-triggered drug delivery [J].
Hu, Jian ;
He, Jinlin ;
Cao, Dongling ;
Zhang, Mingzu ;
Ni, Peihong .
Polymer Chemistry, 2015, 6 (17) :3205-3216
[9]   Surface modified superparamagnetic iron oxide nanoparticles (SPIONs) for high efficiency folate-receptor targeting with low uptake by macrophages [J].
Huang, Chao ;
Neoh, Koon Gee ;
Kang, En-Tang ;
Shuter, Borys .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (40) :16094-16102
[10]   Folic acid-tethered poly(N-isopropylacrylamide)-phospholipid hybrid nanocarriers for targeted drug delivery [J].
John, Johnson V. ;
Jeong, Young-Il ;
Johnson, Renjith P. ;
Chung, Chung-Wook ;
Park, Huiju ;
Kang, Dae Hwan ;
Cho, Jin Ku ;
Kim, Yongjin ;
Kim, Il .
JOURNAL OF MATERIALS CHEMISTRY B, 2015, 3 (42) :8268-8278