Synthesis, Self-Assembly, and Drug-Loading Capacity of Well-Defined Cyclodextrin-Centered Drug-Conjugated Amphiphilic A14B7 Miktoarm Star Copolymers Based on Poly(ε-caprolactone) and Poly(ethylene glycol)

被引:141
作者
Gou, Peng-Fei [1 ]
Zhu, Wei-Pu [1 ]
Shen, Zhi-Quan [1 ]
机构
[1] Zhejiang Univ, Dept Polymer Sci & Engn, MOE Key Lab Macromol Synth & Functionalizat, Hangzhou 310027, Peoples R China
关键词
RING-OPENING POLYMERIZATION; CLICK CHEMISTRY; BLOCK-COPOLYMERS; ENZYMATIC BIODEGRADATION; RADICAL POLYMERIZATION; TRANSFECTION REAGENTS; DIBLOCK COPOLYMER; TARGETED DELIVERY; MICELLES; OXIDE);
D O I
10.1021/bm901371p
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Novel drug-conjugated amphiphilic A(14)B(7) miktoarm star copolymers composed of 14 poly(E-caprolactone) (PCL) arms and 7 poly(ethylene glycol) (PEG) arms with beta-cyclodextrin (beta-CD) as core moiety were synthesized by the combination of controlled ring-opening polymerization (CROP) and "click" chemistry. H-1 NMR, FT-IR, and SEC-MALLS analyses confirmed the well-defined A(14)B(7) miktoarm star architecture. These amphiphilic miktoarm star copolymers could self-assemble into multimorphological aggregates in aqueous solution, which were characterized by dynamic light scattering (DLS) and transmission electron microscopy (TEM). Moreover, the drug-loading efficiency and drug-encapsulation efficiency of the drug-conjugated miktoarm star copolymers were higher than those of the corresponding non-drug-conjugated miktoarm star copolymers.
引用
收藏
页码:934 / 943
页数:10
相关论文
共 66 条
[1]   Polycaprolactone-b-poly(ethylene oxide) block copolymer micelles as a novel drug delivery vehicle for neurotrophic agents FK506 and L-685,818 [J].
Allen, C ;
Yu, YS ;
Maysinger, D ;
Eisenberg, A .
BIOCONJUGATE CHEMISTRY, 1998, 9 (05) :564-572
[2]   ABCD 4-miktoarm star quarterpolymers using click [3+2] reaction strategy [J].
Altintas, Ozcan ;
Hizal, Gurkan ;
Tunca, Umit .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (04) :1218-1228
[3]   ABC-type hetero-arm star terpolymers through "click" chemistry [J].
Altintas, Ozcan ;
Hizal, Gurkan ;
Tunca, Umit .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (19) :5699-5707
[4]   In vivo antitumor activity of the folate-conjugated pH-Sensitive polymeric micelle selectively releasing adriamycin in the intracellular acidic compartments [J].
Bae, Younsoo ;
Nishiyama, Nobuhiro ;
Kataoka, Kazunori .
BIOCONJUGATE CHEMISTRY, 2007, 18 (04) :1131-1139
[5]   Indomethacin-containing nanoparticles derived from amphiphilic polynorbornene: A model ROMP-based drug encapsulation system [J].
Bertin, PA ;
Watson, KJ ;
Nguyen, ST .
MACROMOLECULES, 2004, 37 (22) :8364-8372
[6]   BIOLOGICAL RESPONSES TO POLYETHYLENE OXIDE MODIFIED POLYETHYLENE TEREPHTHALATE SURFACES [J].
DESAI, NP ;
HUBBELL, JA .
JOURNAL OF BIOMEDICAL MATERIALS RESEARCH, 1991, 25 (07) :829-843
[7]   Polymer vesicles [J].
Discher, DE ;
Eisenberg, A .
SCIENCE, 2002, 297 (5583) :967-973
[8]   DENSELY CROSS-LINKED POLYMER NETWORKS OF POLY(ETHYLENE GLYCOL) IN TRIMETHYLOLPROPANE TRIACRYLATE FOR CELL-ADHESION-RESISTANT SURFACES [J].
DRUMHELLER, PD ;
HUBBELL, JA .
JOURNAL OF BIOMEDICAL MATERIALS RESEARCH, 1995, 29 (02) :207-215
[9]   Evaluation of Polymeric Micelles from Brush Polymer with Poly(ε-caprolactone)-b-Poly(ethylene glycol) Side Chains as Drug Carrier [J].
Du, Jin-Zhi ;
Tang, Ling-Yan ;
Song, Wen-Jing ;
Shi, Yue ;
Wang, Jun .
BIOMACROMOLECULES, 2009, 10 (08) :2169-2174
[10]   One-Pot Preparation of 3-Miktoarm Star Terpolymers via "Click Chemistry" and Atom Transfer Nitroxide Radical Coupling Reaction [J].
Fu, Qiang ;
Wang, Guowei ;
Lin, Wencheng ;
Huang, Junlian .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (03) :986-990