Block copolymer of poly(ester amide) and polyesters: Synthesis, characterization, and in vitro cellular response

被引:57
作者
Wu, Jun [2 ]
Chu, Chih-Chang [1 ,2 ]
机构
[1] Cornell Univ, Dept Fiber Sci & Apparel Design, Ithaca, NY 14853 USA
[2] Cornell Univ, Dept Biomed Engn, Ithaca, NY 14853 USA
关键词
Biodegradation; Biocompatibility; Cell adhesion; Polyester; Inflammation; DRUG-DELIVERY; BIODEGRADATION; DEGRADATION; POLYMERS; ADHESION; ACID);
D O I
10.1016/j.actbio.2012.07.027
中图分类号
R318 [生物医学工程];
学科分类号
0831 ;
摘要
In order to expand the properties and applications of aliphatic absorbable polyesters, a new biodegradable block copolymer family, poly(ester amide)-b-poly(epsilon-caprolactone) (PEA-b-PCL), was synthesized and characterized. These copolymers were synthesized by first preparing L-phenylalanine-based poly(ester amide) macroinitiators (Phe-PEAs) with free amine end groups via a solution polycondensation. The amine-terminated Phe-PEA macroinitiators were then used to initiate the ring-opening polymerization of epsilon-caprolactone monomer to prepare the PEA-b-PCL copolymers. The molecular weight (MW) of PEA-b-PCLs can be well controlled by adjusting the Phe-PEA MW and weight ratio of epsilon-caprolactone to Phe-PEA, and ranged from 7 to 50 kg mol(-1). The copolymers' structure and properties were characterized by various physicochemical methods, such as nuclear magnetic resonance, gel permeation chromatography and solubility testing. The in vitro enzymatic biodegradation tests were performed to evaluate the biodegradation rate of the copolymers. The results showed that the introduction of Phe-PEA to PCL did not significantly change the degradation rate of PCL. Biological studies were conducted to assess the polymer's biological properties, like supporting the cell attachment and proliferation, and inflammation response. The results showed that the bovine aortic endothelial cells had very good attachment and proliferation performance on PEA-b-PCL coating surface. TNF-alpha release profiles showed that PEA-b-PCL exhibited a muted J774 macrophage inflammatory response. (C) 2012 Acta Materialia Inc. Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:4314 / 4323
页数:10
相关论文
共 36 条
[1]   In vitro inflammatory response of nanostructured titania, silicon oxide, and polycaprolactone [J].
Ainslie, Kristy M. ;
Tao, Sarah L. ;
Popat, Ketul C. ;
Daniels, Hugh ;
Hardev, Veeral ;
Grimes, Craig A. ;
Desai, Tejal A. .
JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A, 2009, 91A (03) :647-655
[2]   Expression of cell adhesion receptors in human osteoblasts cultured on biofunctionalized poly-(ε-caprolactone) surfaces [J].
Amato, Ilaria ;
Ciapettia, Gabriela ;
Pagani, Stefania ;
Marletta, Giovanni ;
Satriano, Cristina ;
Baldini, Nicola ;
Granchi, Donatella .
BIOMATERIALS, 2007, 28 (25) :3668-3678
[3]   SYNTHESIS AND RGD PEPTIDE MODIFICATION OF A NEW BIODEGRADABLE COPOLYMER - POLY(LACTIC ACID-CO-LYSINE) [J].
BARRERA, DA ;
ZYLSTRA, E ;
LANSBURY, PT ;
LANGER, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (23) :11010-11011
[4]   COPOLYMERIZATION AND DEGRADATION OF POLY(LACTIC ACID CO-LYSINE) [J].
BARRERA, DA ;
ZYLSTRA, E ;
LANSBURY, PT ;
LANGER, R .
MACROMOLECULES, 1995, 28 (02) :425-432
[5]   Poly(ester amide) Co-polymers Promote Blood and Tissue Compatibility [J].
DeFife, Kristin M. ;
Grako, Kathy ;
Cruz-Aranda, Gina ;
Price, Sharon ;
Chantung, Ron ;
Macpherson, Kassie ;
Khoshabeh, Ramina ;
Gopalan, Sindhu ;
Turnell, Andwilliam G. .
JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 2009, 20 (11) :1495-1511
[6]   Synthesis and Characterization of Biodegradable Poly(ester amide)s with Pendant Amine Functional Groups and In Vitro Cellular Response [J].
Deng, Mingxiao ;
Wu, Jun ;
Reinhart-King, Cynthia A. ;
Chu, Chih-Chang .
BIOMACROMOLECULES, 2009, 10 (11) :3037-3047
[7]  
Gomurashvili Z, 2006, PMSE PREPR, V95, P826
[8]   Synthesis and characterization of novel biodegradable unsaturated poly(ester amide)/poly(ethylene glycol) diacrylate hydrogels [J].
Guo, K ;
Chu, CC .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2005, 43 (17) :3932-3944
[9]   Synthesis and characterization of novel biodegradable unsaturated poly(ester amide)s [J].
Guo, K ;
Chu, CC ;
Chkhaidze, E ;
Katsarava, R .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2005, 43 (07) :1463-1477
[10]   Synthesis, characterization, and biodegradation of copolymers of unsaturated and saturated poly(ester amide)s [J].
Guo, Kai ;
Chu, C. C. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2007, 45 (09) :1595-1606