Han Sang-Il, Kim Byung-Soo, Kang Sun-Woong, Shirai Hirofusa, Im Seung Soon
Department of Fiber and Polymer Engineering, College of Engineering, Hanyang University, 17 Haengdang-dong, Seongdong-gu, Seoul 133-791, South Korea.
Biomaterials. 2003 Sep;24(20):3453-62. doi: 10.1016/s0142-9612(03)00223-0.
A series of poly(ester amide)s derived from amino acid (glycine or 4-amino butyric acid), diol (1,6-hexanediol or 1,4-butanediol) and sebacoyl chloride were prepared by interfacial polymerization. FT-IR analysis indicated that for poly(ester amide)s derived from glycine, only amide-amide hydrogen bonds and hydrogen-bonded C=O ester groups were established, whereas the poly(ester amide)s derived from 4-amino butyric acid contained amide-amide hydrogen bonds and amide-ester hydrogen bonds, including NH groups and C=O ester groups in free state. The biodegradability was estimated by weight residue of poly(ester amide) films in pH 6 buffer solution with papain at 37 degrees C. The poly(ester amide) films derived from glycine demonstrated significantly improved degradability compared to the poly(ester amide) films derived from 4-amino butyric acid. This difference of degradation rate could be explained by the bonding state in C=O ester groups. The cellular interaction of the poly(ester amide)s was studied by measuring the proliferation of human dermal fibroblasts on the polymer films. The cells proliferated significantly faster on poly(ester amide) films derived from 4-amino butyric acid than on poly(ester amide) films derived from glycine. These results suggest that the poly(ester amide) prepared in this study may serve as a potential cell-compatible biomedical material.
通过界面聚合反应制备了一系列由氨基酸(甘氨酸或4-氨基丁酸)、二醇(1,6-己二醇或1,4-丁二醇)和癸二酰氯衍生的聚(酯酰胺)。傅里叶变换红外光谱(FT-IR)分析表明,对于由甘氨酸衍生的聚(酯酰胺),仅形成了酰胺-酰胺氢键和氢键结合的C=O酯基,而由4-氨基丁酸衍生的聚(酯酰胺)则包含酰胺-酰胺氢键和酰胺-酯氢键,包括游离状态的NH基团和C=O酯基。通过在37℃下用木瓜蛋白酶在pH 6缓冲溶液中测定聚(酯酰胺)薄膜的重量残留来评估其生物降解性。与由4-氨基丁酸衍生的聚(酯酰胺)薄膜相比,由甘氨酸衍生的聚(酯酰胺)薄膜表现出显著提高的降解性。这种降解速率的差异可以通过C=O酯基中的键合状态来解释。通过测量人真皮成纤维细胞在聚合物薄膜上的增殖来研究聚(酯酰胺)的细胞相互作用。在由4-氨基丁酸衍生的聚(酯酰胺)薄膜上,细胞增殖明显快于在由甘氨酸衍生的聚(酯酰胺)薄膜上。这些结果表明,本研究中制备的聚(酯酰胺)可能作为一种潜在的细胞相容性生物医学材料。