基于2,5-二甲酰呋喃和季戊四醇的新型双季铵盐化合物的合成及其抑菌活性

IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
E. A. Saverina, N. A. Frolov, A. A. Tyutin, E. A. Lantsova, E. V. Detusheva, E. Son, A. N. Vereshchagin
{"title":"基于2,5-二甲酰呋喃和季戊四醇的新型双季铵盐化合物的合成及其抑菌活性","authors":"E. A. Saverina,&nbsp;N. A. Frolov,&nbsp;A. A. Tyutin,&nbsp;E. A. Lantsova,&nbsp;E. V. Detusheva,&nbsp;E. Son,&nbsp;A. N. Vereshchagin","doi":"10.1007/s11172-025-4603-9","DOIUrl":null,"url":null,"abstract":"<div><p>Successive condensation of pentaerythritol with 4-formylpyridine and 2,5-diformylfuran yielded a hybrid platform containing two pyridine and two pentaerythritol fragments and one furan fragment. <i>N</i>-Alkylation of this platform with alkyl iodides led to new bis-quaternary ammonium compounds. An assessment of the bacteriostatic and bactericidal potential of the obtained compounds against reference and clinical strains of ESKAPE pathogens, as well as yeast-like fungus <i>Candida albicans</i>, showed their ability to inhibit the growth and destroy mature biofilms of gram-positive and gram-negative bacteria and fungi. When comparing the activity of the synthesized compounds with known antiseptics (octenidine dihydrochloride and cetylpyridinium chloride), it was found that they are effective against various strains of <i>S. aureus</i>, <i>E. coli</i>, <i>K. pneumoniae</i>, <i>P. aeruginosa</i> and <i>C. albicans</i>.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 4","pages":"1099 - 1105"},"PeriodicalIF":1.7000,"publicationDate":"2025-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis and antibacterial activity of new bis-quaternary ammonium compounds based on 2,5-diformylfuran and pentaerythritol\",\"authors\":\"E. A. Saverina,&nbsp;N. A. Frolov,&nbsp;A. A. Tyutin,&nbsp;E. A. Lantsova,&nbsp;E. V. Detusheva,&nbsp;E. Son,&nbsp;A. N. Vereshchagin\",\"doi\":\"10.1007/s11172-025-4603-9\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Successive condensation of pentaerythritol with 4-formylpyridine and 2,5-diformylfuran yielded a hybrid platform containing two pyridine and two pentaerythritol fragments and one furan fragment. <i>N</i>-Alkylation of this platform with alkyl iodides led to new bis-quaternary ammonium compounds. An assessment of the bacteriostatic and bactericidal potential of the obtained compounds against reference and clinical strains of ESKAPE pathogens, as well as yeast-like fungus <i>Candida albicans</i>, showed their ability to inhibit the growth and destroy mature biofilms of gram-positive and gram-negative bacteria and fungi. When comparing the activity of the synthesized compounds with known antiseptics (octenidine dihydrochloride and cetylpyridinium chloride), it was found that they are effective against various strains of <i>S. aureus</i>, <i>E. coli</i>, <i>K. pneumoniae</i>, <i>P. aeruginosa</i> and <i>C. albicans</i>.</p></div>\",\"PeriodicalId\":756,\"journal\":{\"name\":\"Russian Chemical Bulletin\",\"volume\":\"74 4\",\"pages\":\"1099 - 1105\"},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2025-05-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Chemical Bulletin\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11172-025-4603-9\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Chemical Bulletin","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11172-025-4603-9","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

季戊四醇与4-甲酰基吡啶和2,5-二甲酰呋喃的连续缩合得到了含有两个吡啶和两个季戊四醇片段和一个呋喃片段的杂化平台。该平台与碘化烷基进行n -烷基化反应,得到新的双季铵化合物。对获得的化合物对ESKAPE病原体参考菌株和临床菌株以及酵母样真菌白色念珠菌的抑菌和杀菌潜力的评估表明,它们能够抑制革兰氏阳性和革兰氏阴性细菌和真菌的生长并破坏成熟的生物膜。将合成的化合物与已知的防腐剂(盐酸辛替尼定和氯化十六烷基吡啶)的活性进行比较,发现它们对金黄色葡萄球菌、大肠杆菌、肺炎克雷伯菌、铜绿假单胞菌和白色念珠菌等多种菌株均有效。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Synthesis and antibacterial activity of new bis-quaternary ammonium compounds based on 2,5-diformylfuran and pentaerythritol

Successive condensation of pentaerythritol with 4-formylpyridine and 2,5-diformylfuran yielded a hybrid platform containing two pyridine and two pentaerythritol fragments and one furan fragment. N-Alkylation of this platform with alkyl iodides led to new bis-quaternary ammonium compounds. An assessment of the bacteriostatic and bactericidal potential of the obtained compounds against reference and clinical strains of ESKAPE pathogens, as well as yeast-like fungus Candida albicans, showed their ability to inhibit the growth and destroy mature biofilms of gram-positive and gram-negative bacteria and fungi. When comparing the activity of the synthesized compounds with known antiseptics (octenidine dihydrochloride and cetylpyridinium chloride), it was found that they are effective against various strains of S. aureus, E. coli, K. pneumoniae, P. aeruginosa and C. albicans.

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
Russian Chemical Bulletin
Russian Chemical Bulletin 化学-化学综合
CiteScore
2.70
自引率
47.10%
发文量
257
审稿时长
3-8 weeks
期刊介绍: Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信