季铵化纤维素纳米晶的区域选择性合成及其对耐甲氧西林金黄色葡萄球菌临床分离株的抗菌性能

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-01-30 DOI:10.1016/j.tetlet.2024.155420

Nadarajah Vasanthan, Dong Kwon, Steven Furman

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引用次数: 0

摘要

通过氯乙酰化和叔胺反应制备了季铵化纤维素纳米晶体。利用红外光谱（FTIR）和固体核磁共振光谱（NMR）对碳纳米管和季铵改性碳纳米管的氯乙酰化反应进行了表征。研究发现，CNCs的氯乙酰化具有高度的区域选择性。可以对cnc进行化学改性以调整其性能，以改善其在聚合物基体中的分散，这扩大了cnc作为增强材料的应用范围。采用碟扩散试验、最低杀菌浓度和对甲氧西林相关多重耐药金黄色葡萄球菌临床分离株的细菌杀灭模式对氨修饰化合物进行生物学评价。结果表明，16个碳烷基链的CNC对临床分离的金黄色葡萄球菌的抗菌性能优于10个碳烷基链的CNC。这一发现提示，氨修饰的cnc可能适用于治疗金黄色葡萄球菌感染。

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Regioselective synthesis of quaternized cellulose nanocrystals and its antibacterial properties in clinical isolates of methicillin-resistant Staphylococcus aureus

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Regioselective synthesis of quaternized cellulose nanocrystals and its antibacterial properties in clinical isolates of methicillin-resistant Staphylococcus aureus

Quaternized cellulose nanocrystals (CNCs) were prepared by chloroacetylation and subsequent reaction with tertiary amines. The chloroacetylation of CNCs and quaternary ammonium-modified CNCs were characterized by the analysis of FTIR and solid-state NMR spectroscopies. Chloroacetylation of CNCs was found to be highly regioselective. CNCs can be chemically modified to tailor their properties to improve dispersion in the polymer matrix, which expands the application of CNCs as reinforcing materials. Biological evaluation of the ammonium-modified compounds was conducted using the disc diffusion test, minimum bactericidal concentration, and bacterial killing pattern for methicillin-associated multidrug-resistant clinical isolates of Staphylococcus aureus, one of the most problematic bacterial human pathogens. Results showed that the CNC with alkyl chains with 16 carbons had more antibacterial properties than that of 10 carbons against all tested clinical isolates of Staphylococcus aureus regardless of antibiotic resistance or sensitivity. This finding suggests that the ammonium-modified CNCs may be applicable to treat Staphylococcus aureus infections.

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.