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首页> 外文期刊>Journal of Applied Polymer Science >Synthesis, characterization, and drug-release behavior of amphiphilic quaternary ammonium chitosan derivatives
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Synthesis, characterization, and drug-release behavior of amphiphilic quaternary ammonium chitosan derivatives

机译：两亲性季铵壳聚糖衍生物的合成，表征和释药行为

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摘要

A new type of amphiphilic quaternary ammonium chitosan derivative, 2-N-carboxymethyl-6-O-diethylaminoethyl chitosan (DEAE-CMC), was synthesized through a two-step Schiff base reaction process and applied to drug delivery. In the first step, benzaldehyde was used as a protective agent for the incorporation of diethylaminoethyl groups to form the intermediate (6-O-diethylaminoethyl chitosan). On the other hand, NaBH_4 was used as a reducing agent to reduce the Schiff base, which was generated by glyoxylic acid, for the further incorporation of carboxymethyl groups to produce DEAE-CMC. The structure, thermal properties, surface morphology, and diameter distribution of the resulting chitosan graft copolymers were characterized by Fourier transform infrared spectroscopy, ~1H-NMR, thermogravimetric analysis, differential scanning calorimetry, X-ray powder diffraction, scanning electron microscopy, and laser particle size analysis. Benefiting from the amphiphilic structure, DEAE-CMC was able to be formed into microspheres in aqueous solution with an average diameter of 4.52 ± 1.21 μm. An in vitro evaluation of these microspheres demonstrated their efficient controlled release behavior of a drug. The accumulated release ratio of vitamin B_(12) loaded DEAE-CMC microspheres were up to 93%, and the duration was up to 15 h. The grafted polymers of DEAE-CMC were found to be blood-compatible, and no cytotoxic effect was shown in human SiHa cells in an MTT [3-(4, 5-dimethyl-thiazol-2-yl)-2, 5-diphenyltetrazolium bromide] cytotoxicity assay. These results indicate that the DEAE-CMC microspheres could be used as safe, promising drug-delivery systems.
机译：通过两步席夫碱反应法合成了一种新型的两亲性季铵化壳聚糖衍生物2-N-羧甲基-6-O-二乙基氨基乙基壳聚糖（DEAE-CMC），并将其用于药物递送。在第一步中，将苯甲醛用作保护剂，以引入二乙氨基乙基以形成中间体（6-O-二乙氨基乙基壳聚糖）。另一方面，将NaBH_4用作还原剂以还原由乙醛酸产生的席夫碱，以进一步掺入羧甲基以产生DEAE-CMC。通过傅里叶变换红外光谱，〜1H-NMR，热重分析，差示扫描量热法，X射线粉末衍射，扫描电子显微镜和激光对所得的壳聚糖接枝共聚物的结构，热性能，表面形态和直径分布进行表征。粒度分析。得益于两亲结构，DEAE-CMC能够在水溶液中形成微球，平均直径为4.52±1.21μm。这些微球的体外评估证明了它们有效的药物控释行为。负载维生素B_（12）的DEAE-CMC微球的累积释放率高达93％，持续时间长达15 h。发现DEAE-CMC的接枝聚合物具有血液相容性，在MTT [3-（4，5-二甲基-噻唑-2-基）-2，5-二苯基四唑鎓]的人SiHa细胞中未显示细胞毒性作用溴化物]的细胞毒性试验。这些结果表明，DEAE-CMC微球可以用作安全，有前途的药物递送系统。

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