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N-琥珀酰壳聚糖和 N-戊二酰壳聚糖衍生物的合成及其抗氧化、抗血小板和抗凝血活性。

Synthesis of N-succinyl- and N-glutaryl-chitosan derivatives and their antioxidant, antiplatelet, and anticoagulant activity.

机构信息

Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bolshoi pr. VO 31, St. Petersburg 199004, Russian Federation; Institute of Chemistry, St. Petersburg State University, Universitetskii pr. 26, Petrodvorets, St. Petersburg 198504, Russian Federation; Institute of Experimental Medicine, Federal Almazov Medical Research Centre, Akkuratova Str. 2, St. Petersburg 197341, Russian Federation.

Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bolshoi pr. VO 31, St. Petersburg 199004, Russian Federation.

出版信息

Carbohydr Polym. 2017 Jun 15;166:166-172. doi: 10.1016/j.carbpol.2017.02.097. Epub 2017 Feb 27.

DOI:10.1016/j.carbpol.2017.02.097
PMID:28385220
Abstract

The effects of temperature, reactant ratio, pH, and reaction time were studied on the polymers formed by the reactions of succinic and glutaric anhydrides with chitosan under both homogeneous and heterogeneous conditions. As a result, protocols were developed for the synthesis of succinyl- and glutaryl-chitosan derivatives (SC and GC, respectively) with a specific degree of substitution. The polymers were characterized by NMR spectroscopy, including two-dimensional NMR techniques, that confirms N-substitution of chitosan under reaction conditions used. SC and GC both show pronounced and similar antioxidant activity, which slightly increases with an increase in the degree of substitution. Both SC and GC showed antiplatelet and anticoagulant activity. The platelet aggregation is suppressed more strongly in the experiments with GC than with SC, although the latter exhibits a more pronounced anticoagulant activity.

摘要

研究了温度、反应物比例、pH 值和反应时间对琥珀酸酐和戊二酸酐与壳聚糖在均相和非均相条件下反应形成的聚合物的影响。结果,开发了用于合成具有特定取代度的琥珀酰壳聚糖和戊二酰壳聚糖衍生物(分别为 SC 和 GC)的方案。通过 NMR 光谱,包括二维 NMR 技术,对聚合物进行了表征,证实了反应条件下壳聚糖的 N 取代。SC 和 GC 均表现出明显且相似的抗氧化活性,随着取代度的增加略有增加。SC 和 GC 均表现出抗血小板和抗凝血活性。在 GC 的实验中,血小板聚集被更强烈地抑制,尽管后者表现出更明显的抗凝活性。

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