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用多芳族羟基分子对壳聚糖进行功能化以改善其抗菌和抗氧化性能:实践与理论研究。

Functionalization of chitosan with poly aromatic hydroxyl molecules for improving its antibacterial and antioxidant properties: Practical and theoretical studies.

作者信息

Tamer Tamer M, ElTantawy Mervat M, Brussevich Arina, Nebalueva Anna, Novikov Alexander, Moskalenko Ivan V, Abu-Serie Marwa M, Hassan Mohamed A, Ulasevich Svetlana, Skorb Ekaterina V

机构信息

Infochemistry Scientific Center, ITMO University, Saint-Petersburg 191002, Russia.

Infochemistry Scientific Center, ITMO University, Saint-Petersburg 191002, Russia.

出版信息

Int J Biol Macromol. 2023 Apr 15;234:123687. doi: 10.1016/j.ijbiomac.2023.123687. Epub 2023 Feb 17.

DOI:10.1016/j.ijbiomac.2023.123687
PMID:36801285
Abstract

In this study, the chitosan backbone was functionalized with 2,2',4,4'-tetrahydroxybenzophenone by Schiff base, bonding the molecules into the repeating amine groups. The use of H NMR, FT-IR, and UV-Vis analyses provided compelling evidence of the structure of the newly developed derivatives. The deacetylation degree was calculated to be 75.35 %, and the degree of substitution was 5.53 % according to elemental analysis. The thermal analysis of samples using TGA demonstrated that CS-THB derivatives are more stable than chitosan itself. SEM was used to investigate the change in surface morphology. The improvement of the biological properties of chitosan was investigated in terms of its antibacterial activity against pathogenic antibiotic-resistant bacteria. The antioxidant properties showed an improvement in activity compared to chitosan by two times against ABTS radicals and four times against DPPH radicals. Furthermore, the cytotoxicity and anti-inflammatory properties were investigated using normal skin cells (HBF4) and WBCs. Quantum chemistry calculations revealed that combining polyphenol with chitosan makes it more effective as an antioxidant than either chitosan or polyphenol alone. Our findings suggest that the new chitosan Schiff base derivative could be utilized for tissue regeneration applications.

摘要

在本研究中,壳聚糖主链通过席夫碱与2,2',4,4'-四羟基二苯甲酮官能化,将分子键合到重复的胺基上。1H NMR、FT-IR和UV-Vis分析的结果为新开发衍生物的结构提供了有力证据。根据元素分析,脱乙酰度计算为75.35%,取代度为5.53%。使用TGA对样品进行热分析表明,CS-THB衍生物比壳聚糖本身更稳定。利用扫描电子显微镜(SEM)研究表面形态的变化。从壳聚糖对致病性耐药细菌的抗菌活性方面研究了壳聚糖生物学性能的改善情况。抗氧化性能显示,与壳聚糖相比,对ABTS自由基的活性提高了两倍,对DPPH自由基的活性提高了四倍。此外,还使用正常皮肤细胞(HBF4)和白细胞研究了细胞毒性和抗炎性能。量子化学计算表明,将多酚与壳聚糖结合使用,其作为抗氧化剂的效果比单独使用壳聚糖或多酚更有效。我们的研究结果表明,新型壳聚糖席夫碱衍生物可用于组织再生应用。

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