New cationic hydrophilic and amphiphilic polysaccharides synthesized by one pot procedure
New cationic hydrophilic and amphiphilic polysaccharides synthesized by one pot procedure
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DOI：
10.1016/j.carbpol.2010.06.027
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发表时间：
2010-10-15
影响因子：
11.2
通讯作者：
Simionescu, Bogdan C.
中科院分区：
文献类型：
--
作者：
Nichifor, Marieta;Stanciu, Magdalena Cristina;Simionescu, Bogdan C.
通过一锅法合成带有各种化学结构的季铵基团的阳离子多糖，所述一锅法包括在水介质中用等摩尔混合物环氧氯丙烷/叔胺对中性多糖（葡聚糖、支链淀粉）进行化学改性。反应机理的研究表明，季铵化试剂是叔胺的缩水甘油衍生物原位生成。通过元素分析、电位滴定、红外光谱和核磁共振谱等手段对阳离子多糖的形成和化学结构进行了表征。一锅法的反应效率与使用预先形成的氯羟丙基或缩水甘油基季铵试剂的其他方法相似，但对于引入具有更多疏水取代基的季铵基团给出了更好的结果。该方法可以合成多种亲水性和两亲性阳离子多糖，具有作为降血脂药物、絮凝剂或抗菌剂的潜在应用。(C)2010爱思唯尔有限公司保留所有权利。
Synthesis of cationic polysaccharides carrying quaternary ammonium groups of various chemical structures was performed by one pot procedure involving the chemical modification of a neutral polysaccharide (dextran, pullulan) with an equimolar mixture epichlorohydrin/tertiary amine, in aqueous media. Study of the reaction mechanism showed that the quaternization reagent was the glycidyl derivative of the tertiary amine formed in situ. Formation of cationic polysaccharides and their chemical structure were confirmed by elemental analysis, potentiometric titration, FT-IR and NMR spectroscopy. The reaction efficiency of the one pot procedure was similar to other methods using preformed clorohydroxypropyl or glycidyl quaternary ammonium reagents, but gave better results for the introduction of quaternary ammonium groups with more hydrophobic substituents. The procedure allowed the synthesis of a large variety of hydrophilic and amphiphilic cationic polysaccharides with potential application as hipolipemic drugs, flocculants or antibacterial agents. (C) 2010 Elsevier Ltd. All rights reserved.