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基于聚乙二醇和单分散异功能双-3-巯基丙酸树枝状大分子的紫外光固化抗菌水凝胶

UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA Dendrimers.

作者信息

Stenström Patrik, Fan Yanmiao, Zhang Yuning, Hutchinson Daniel, García-Gallego Sandra, Malkoch Michael

机构信息

Department of Fibre and Polymer Technology, Division of Coating Technology, KTH Royal Institute of Technology, Teknikringen 56-58, 100 44 Stockholm, Sweden.

Department of Organic and Inorganic Chemistry, University of Alcalá, 28871 Madrid, Spain.

出版信息

Molecules. 2021 Apr 19;26(8):2364. doi: 10.3390/molecules26082364.

Abstract

Bacterial infections are one of the major threats to human health due to the raising crisis of antibiotic resistance. Herein, second generation antibacterial heterofunctional dendrimers based on 2,2-bis(methylol)propionic acid were synthesized. The dendrimers possessed six alkenes and 12 ammonium end-groups per molecule and were used to fabricate antibacterial hydrogels together with dithiol-functional polyethylene glycol (mol wt of 2, 6 and 10 kDa) as crosslinkers via thiol-ene chemistry. The network formation can be completed within 10 s upon UV-irradiation as determined by the stabilization of the storage modulus in a rheometer. The hydrogels swelled in aqueous media and could be functionalized with the N-hydroxysuccinimide ester of the dye disperse red 13, which allowed for visually studying the degradation of the hydrogels through the hydrolysis of the ester bonds of the dendritic component. The maximum swelling ratio of the gels was recorded within 4-8 h and the swelling ratios increased with higher molecular weight of the polyethylene glycol crosslinker. The gel formed with 10 kDa polyethylene glycol crosslinker showed the highest swelling ratio of 40 and good mechanical properties, with a storage modulus of 8 kPa. In addition, the hydrogels exhibited good biocompatibility towards both human fibroblasts and mouse monocytes, while showing strong antibacterial activity against both gram-positive and gram-negative bacteria.

摘要

由于抗生素耐药性危机日益严重,细菌感染成为对人类健康的主要威胁之一。在此,合成了基于2,2-双(羟甲基)丙酸的第二代抗菌杂功能树枝状大分子。该树枝状大分子每分子含有六个烯烃和十二个铵端基,并与二硫醇官能化聚乙二醇(分子量分别为2 kDa、6 kDa和10 kDa)作为交联剂,通过硫醇-烯化学法制备抗菌水凝胶。流变仪测定结果表明,紫外光照射下10 s内即可完成网络形成,这可通过储能模量的稳定来确定。水凝胶在水性介质中溶胀,并可用染料分散红13的N-羟基琥珀酰亚胺酯进行功能化,从而通过树枝状成分酯键的水解直观地研究水凝胶的降解情况。凝胶的最大溶胀率在4-8小时内记录,且溶胀率随聚乙二醇交联剂分子量的增加而增大。由10 kDa聚乙二醇交联剂形成的凝胶溶胀率最高,为40,且具有良好的力学性能,储能模量为8 kPa。此外,水凝胶对人成纤维细胞和小鼠单核细胞均表现出良好的生物相容性,同时对革兰氏阳性菌和革兰氏阴性菌均具有较强的抗菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5788/8073803/cb3e09e13598/molecules-26-02364-sch001.jpg

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