具有抗菌性能的咖啡因和阳离子共聚物

IF 3.8 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY ACS Bio & Med Chem Au Pub Date : 2023-02-13 DOI:10.1021/acsbiomedchemau.2c00077
Pedro Salas-Ambrosio, Shelby Vexler, Rajalakshmi P S, Irene A. Chen and Heather D. Maynard*, 
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引用次数: 0

摘要

全球主要的健康问题之一是抗微生物耐药性的增加。聚合物化学能够制备具有疏水性和阳离子侧链的大分子,通过破坏细菌膜的稳定来杀死细菌。在目前的研究中,大分子是由作为疏水性单体的甲基丙烯酸咖啡因与阳离子或两性离子甲基丙烯酸单体自由基共聚制备的。合成的共聚物以叔丁基保护的羧基甜菜碱为阳离子侧链,对革兰氏阳性菌(金黄色葡萄球菌)和革兰氏阴性菌(大肠杆菌)具有抗菌活性。通过调节疏水含量,我们制备了对金黄色葡萄球菌具有最佳抗菌活性的共聚物,包括耐甲氧西林临床分离株。此外,咖啡因-阳离子共聚物在小鼠胚胎成纤维细胞系NIH 3T3中表现出良好的生物相容性,即使在高疏水性单体含量(30-50%)下也能与红细胞产生血液相容性。因此,在聚合物中加入咖啡因并引入叔丁基保护的羧基甜菜碱作为季阳离子可能是一种对抗细菌的新策略。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Caffeine and Cationic Copolymers with Antimicrobial Properties

One of the primary global health concerns is the increase in antimicrobial resistance. Polymer chemistry enables the preparation of macromolecules with hydrophobic and cationic side chains that kill bacteria by destabilizing their membranes. In the current study, macromolecules are prepared by radical copolymerization of caffeine methacrylate as the hydrophobic monomer and cationic- or zwitterionic-methacrylate monomers. The synthesized copolymers bearing tert-butyl-protected carboxybetaine as cationic side chains showed antibacterial activity toward Gram-positive bacteria (S. aureus) and Gram-negative bacteria (E. coli). By tuning the hydrophobic content, we prepared copolymers with optimal antibacterial activity against S. aureus, including methicillin-resistant clinical isolates. Moreover, the caffeine–cationic copolymers presented good biocompatibility in a mouse embryonic fibroblast cell line, NIH 3T3, and hemocompatibility with erythrocytes even at high hydrophobic monomer content (30–50%). Therefore, incorporating caffeine and introducing tert-butyl-protected carboxybetaine as a quaternary cation in polymers could be a novel strategy to combat bacteria.

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来源期刊
ACS Bio & Med Chem Au
ACS Bio & Med Chem Au 药物、生物、化学-
CiteScore
4.10
自引率
0.00%
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0
期刊介绍: ACS Bio & Med Chem Au is a broad scope open access journal which publishes short letters comprehensive articles reviews and perspectives in all aspects of biological and medicinal chemistry. Studies providing fundamental insights or describing novel syntheses as well as clinical or other applications-based work are welcomed.This broad scope includes experimental and theoretical studies on the chemical physical mechanistic and/or structural basis of biological or cell function in all domains of life. It encompasses the fields of chemical biology synthetic biology disease biology cell biology agriculture and food natural products research nucleic acid biology neuroscience structural biology and biophysics.The journal publishes studies that pertain to a broad range of medicinal chemistry including compound design and optimization biological evaluation molecular mechanistic understanding of drug delivery and drug delivery systems imaging agents and pharmacology and translational science of both small and large bioactive molecules. Novel computational cheminformatics and structural studies for the identification (or structure-activity relationship analysis) of bioactive molecules ligands and their targets are also welcome. The journal will consider computational studies applying established computational methods but only in combination with novel and original experimental data (e.g. in cases where new compounds have been designed and tested).Also included in the scope of the journal are articles relating to infectious diseases research on pathogens host-pathogen interactions therapeutics diagnostics vaccines drug-delivery systems and other biomedical technology development pertaining to infectious diseases.
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