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基于通过狄尔斯-阿尔德反应交联的纤维素纳米晶体的纤维状水凝胶:苯佐卡因的制备及pH敏感释放

Fibrillar Hydrogel Based on Cellulose Nanocrystals Crosslinked via Diels-Alder Reaction: Preparation and pH-Sensitive Release of Benzocaine.

作者信息

Morozova Sofia M, Korzhikova-Vlakh Evgenia G

机构信息

Center of Fluid Physics and Soft Matter, N.E. Bauman Moscow State Technical University, 2nd Baumanskaya St. 5/1, 105005 Moscow, Russia.

Institute of Macromolecular Compounds of Russian Academy of Sciences, Bolshoy pr. 31, 199004 St. Petersburg, Russia.

出版信息

Polymers (Basel). 2023 Dec 13;15(24):4689. doi: 10.3390/polym15244689.

DOI:10.3390/polym15244689
PMID:38139941
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10748274/
Abstract

A fibrillar hydrogel was obtained by covalent crosslinking via Diels-Alder reaction of two types of cellulose nanocrystals (CNCs) with furan and maleimide groups. Gelation has been studied at various ratios of components and temperatures in the range from 20 to 60 °C. It was shown that the rheological properties of the hydrogel can be optimized by varying the concentration and ratio of components. Due to the rigid structure of the CNCs, the hydrogel could be formed at a concentration of at least 5 wt%; however, it almost does not swell either in water with pH 5 or 7 or in the HBSS buffer. The introduction of aldehyde groups into the CNCs allows for the conjugation of physiologically active molecules containing primary amino groups due to the formation of imine bonds. Here, we used benzocaine as a model drug for conjugation with CNC hydrogel. The resulting drug-conjugated hydrogel demonstrated the stability of formulation at pH 7 and a pH-sensitive release of benzocaine due to the accelerated hydrolytic cleavage of the imine bond at pH < 7. The developed drug-conjugated hydrogel is promising as wound dressings for local anesthesia.

摘要

通过两种带有呋喃和马来酰亚胺基团的纤维素纳米晶体(CNCs)之间的狄尔斯-阿尔德反应进行共价交联,获得了一种纤维状水凝胶。在20至60°C范围内,研究了不同组分比例和温度下的凝胶化过程。结果表明,通过改变组分的浓度和比例,可以优化水凝胶的流变学性质。由于CNCs的刚性结构,水凝胶可以在至少5 wt%的浓度下形成;然而,它在pH值为5或7的水中或HBSS缓冲液中几乎不膨胀。将醛基引入CNCs中,由于形成亚胺键,使得含有伯氨基的生理活性分子能够与之共轭。在此,我们使用苯佐卡因作为与CNC水凝胶共轭的模型药物。所得的药物共轭水凝胶在pH值为7时表现出制剂的稳定性,并且由于在pH < 7时亚胺键的加速水解断裂,苯佐卡因呈现出pH敏感的释放特性。所开发的药物共轭水凝胶有望作为局部麻醉的伤口敷料。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/29fbca1eddec/polymers-15-04689-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/418cf0519566/polymers-15-04689-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/ee6255bd8d38/polymers-15-04689-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/a1b0f015c519/polymers-15-04689-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/329ffbfeb0d5/polymers-15-04689-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/29fbca1eddec/polymers-15-04689-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/418cf0519566/polymers-15-04689-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/ee6255bd8d38/polymers-15-04689-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/a1b0f015c519/polymers-15-04689-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/329ffbfeb0d5/polymers-15-04689-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4ea/10748274/29fbca1eddec/polymers-15-04689-g005.jpg

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