Synthesis and Properties of Amphiphilic and Biodegradable Poly(ε-caprolactone-co-glycidol) Copolymers

被引:21
作者
Xu, Jinbao [1 ]
Yang, Jinxian [2 ]
Ye, Xiaodong [2 ]
Ma, Chunfeng [1 ]
Zhang, Guangzhao [1 ,2 ]
Pispas, Stergios [3 ]
机构
[1] S China Univ Technol, Fac Mat Sci & Engn, Guangzhou 510640, Guangdong, Peoples R China
[2] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Dept Chem Phys, Hefei 230026, Peoples R China
[3] Natl Hellen Res Fdn, Inst Theoret & Phys Chem, GR-11635 Athens, Greece
基金
中国国家自然科学基金;
关键词
amphiphiles; biodegradable; enzymatic degradation; polyesters; poly(epsilon-caprolactone); QCM-D; ring-opening polymerization; t-BuP4; INTRACELLULAR DRUG-DELIVERY; ENZYMATIC DEGRADATION; POLYMERS; PLATFORM; EROSION;
D O I
10.1002/pola.27515
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We have synthesized poly(epsilon-caprolactone-co-tert-butyl glycidyl ether) (CL-co-BGE) statistical copolymers using 1-tert-butyl-4,4,4-tris(dimethylamino)-2,2-bis [tris(dimethylamino)phophoranylidenamino]-25,45-catenadi(phosphazene) (t-BuP4) as the catalyst. The hydrolysis of the resulting polymers yields amphiphilic poly(epsilon-caprolactone-co-glycidol) (CL-co-GD) copolymers. By use of the quartz crystal microbalance with dissipation (QCM-D), we have investigated the enzymatic degradation of the copolymers. It is shown that the degradation rate increases with the content of hydrophilic (GD) units. (3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) (MTT) assay experiments demonstrate that the CL-co-GD copolymers have low cytotoxicity. (c) 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 846-853
引用
收藏
页码:846 / 853
页数:8
相关论文
共 39 条
[1]   Biological performance of a polycaprolactone-based scaffold used as fusion cage device in a large animal model of spinal reconstructive surgery [J].
Abbah, Sunny A. ;
Lam, Christopher X. L. ;
Hutmacher, Dietmar W. ;
Goh, James C. H. ;
Wong, Hee-Kit .
BIOMATERIALS, 2009, 30 (28) :5086-5093
[2]  
Achim G, 1996, BIOMATERIALS, V17, P103
[3]   Polycaprolactone-b-poly(ethylene oxide) copolymer micelles as a delivery vehicle for dihydrotestosterone [J].
Allen, C ;
Han, JN ;
Yu, YS ;
Maysinger, D ;
Eisenberg, A .
JOURNAL OF CONTROLLED RELEASE, 2000, 63 (03) :275-286
[4]   Synthesis and Thermal Properties of Well-Defined Amphiphilic Block Copolymers Based on Polyglycidol [J].
Backes, Marco ;
Messager, Lea ;
Mourran, Ahmed ;
Keul, Helmut ;
Moeller, Martin .
MACROMOLECULES, 2010, 43 (07) :3238-3248
[5]   Block Copolymer Materials from the Organocatalytic Ring-Opening Polymerization of a Pentaerythritol-Derived Cyclic Carbonate [J].
Brannigan, Ruairi P. ;
Walder, Anthony ;
Dove, Andrew P. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2014, 52 (16) :2279-2286
[6]  
Burkersroda F.v., 2002, Biomaterials, V23, P4221, DOI DOI 10.1016/S0142-9612(02)00170-9
[7]   One-Step Preparation of Reduction-Responsive Biodegradable Polymers as Efficient Intracellular Drug Delivery Platforms [J].
Cai, Tongjiang ;
Chen, Yangjun ;
Wang, Yin ;
Wang, Haibo ;
Liu, Xiangsheng ;
Jin, Qiao ;
Agarwal, Seema ;
Ji, Jian .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2014, 215 (19) :1848-1854
[8]   Functional 2-methylene-1,3-dioxepane terpolymer: a versatile platform to construct biodegradable polymeric prodrugs for intracellular drug delivery [J].
Cai, Tongjiang ;
Chen, Yangjun ;
Wang, Yin ;
Wang, Haibo ;
Liu, Xiangsheng ;
Jin, Qiao ;
Agarwal, Seema ;
Ji, Jian .
POLYMER CHEMISTRY, 2014, 5 (13) :4061-4068
[9]   IN-VITRO CYTOTOXICITY OF MACROMOLECULES IN DIFFERENT CELL-CULTURE SYSTEMS [J].
CHOKSAKULNIMITR, S ;
MASUDA, S ;
TOKUDA, H ;
TAKAKURA, Y ;
HASHIDA, M .
JOURNAL OF CONTROLLED RELEASE, 1995, 34 (03) :233-241
[10]   Synthesis, characterization and degradability of the comb-type poly(4-hydroxyl-ε-caprolactone-co-ε-caprolactone)-g-poly(L-lactide) [J].
Dai, Weifeng ;
Zhu, Jiayun ;
Shangguan, Aoyu ;
Lang, Meidong .
EUROPEAN POLYMER JOURNAL, 2009, 45 (06) :1659-1667