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
{"title":"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","authors":"Nadarajah Vasanthan,&nbsp;Dong Kwon,&nbsp;Steven Furman","doi":"10.1016/j.tetlet.2024.155420","DOIUrl":null,"url":null,"abstract":"<div><div>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 <em>Staphylococcus aureus</em>, 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 <em>Staphylococcus aureus</em> regardless of antibiotic resistance or sensitivity. This finding suggests that the ammonium-modified CNCs may be applicable to treat <em>Staphylococcus aureus</em> infections.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"155 ","pages":"Article 155420"},"PeriodicalIF":1.5000,"publicationDate":"2025-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Regioselective synthesis of quaternized cellulose nanocrystals and its antibacterial properties in clinical isolates of methicillin-resistant Staphylococcus aureus\",\"authors\":\"Nadarajah Vasanthan,&nbsp;Dong Kwon,&nbsp;Steven Furman\",\"doi\":\"10.1016/j.tetlet.2024.155420\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>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 <em>Staphylococcus aureus</em>, 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 <em>Staphylococcus aureus</em> regardless of antibiotic resistance or sensitivity. This finding suggests that the ammonium-modified CNCs may be applicable to treat <em>Staphylococcus aureus</em> infections.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"155 \",\"pages\":\"Article 155420\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-01-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S004040392400515X\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040392400515X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
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。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
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.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Tetrahedron Letters
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.
期刊最新文献
Chemoselective and enantioselective fluorescent recognition of lysine by a BINOL-pyridine-based chiral dialdehyde Synthesis and chemical properties of electron-deficient porphyrin cofactors with trifluoromethyl groups Photochemical trifluoromethylation of alkenes with trifluoromethylsulfonyl-pyridinium salt accompanied by SO₂ insertion: Synthesis of trifluoromethylated 4H-benzo[e][1,2,4]thiadiazine 1,1-dioxides NaN(SiMe3)2 promoted synthesis of β-ketonitriles with N-acylpiperidin-2-one and their cytotoxic activity on U87MG cells The structure-property correlation in homocoupling reaction; a case study by clamshell and planar palladium complexes
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1