Centro de Investigación Científica de Yucatán, A.C., Unidad de Materiales, Calle 43 No. 130, Col. Chuburná de Hidalgo. Mérida, Yucatán, Mexico.
J Biomater Sci Polym Ed. 2013;24(14):1601-17. doi: 10.1080/09205063.2013.782804. Epub 2013 Apr 2.
Novel biodegradable segmented polyurethanes (SPUs) were synthesized with polycaprolactone diol, 4,4'-methylen bis (cyclohexyl isocyanate) (HMDI), and either L-glutathione or its constituent amino acids (L-glutamic acid, L-cysteine and glycine) as chain extenders. Fourier transform infrared spectroscopy analysis revealed the feasibility of obtaining polyurethanes through the presence of NH (Amide II), C-N, C-O, and C=O bands and the absence of NCO band. Differential scanning calorimetry and X-ray diffraction revealed that a semicrystalline polymer (T m = 42-52 °C; 2θ = 21.3° and 23°) was obtained in all cases, while dynamic mechanical analysis (DMA) revealed an amorphous phase (T g = -30 to -36 (o)C). These properties, in addition to their high molecular weight, led to high moduli and higher extensibilities when glycine and glutamic acid were used as chain extenders. Clotting times (Lee-White test) and activated partial thromboplastin time determined on these polyurethanes were longer than with glass. In addition, all synthesized SPU exhibited platelet activation indexes below the collagen type I positive control. Human umbilical vein endothelial cells viability was higher in SPUs containing either glycine or cysteine. The obtained results indicate that SPUs that use cysteine as chain extender are promising candidates for cardiovascular applications.
新型可生物降解的嵌段型聚氨基甲酸酯(SPU)是用聚己内酯二醇、4,4'-亚甲基双(环己基异氰酸酯)(HMDI)和 L-谷胱甘肽或其组成氨基酸(L-谷氨酸、L-半胱氨酸和甘氨酸)作为扩链剂合成的。傅里叶变换红外光谱分析表明,通过存在 NH(酰胺 II)、C-N、C-O 和 C=O 带以及不存在 NCO 带,有可能获得聚氨酯。差示扫描量热法和 X 射线衍射表明,所有情况下都得到了半结晶聚合物(T m=42-52°C;2θ=21.3°和 23°),而动态力学分析(DMA)表明存在无定形相(T g=-30 至-36°C)。除了高分子量外,这些特性还导致甘氨酸和谷氨酸作为扩链剂时,模量较高,延伸率较高。这些聚氨酯的凝血时间(Lee-White 试验)和活化部分凝血活酶时间都比玻璃长。此外,所有合成的 SPU 的血小板激活指数均低于 I 型胶原阳性对照。含有甘氨酸或半胱氨酸的 SPU 中的人脐静脉内皮细胞活力更高。研究结果表明,使用半胱氨酸作为扩链剂的 SPU 是心血管应用的有前途的候选物。