Synthesis, Spectral Identification, and Antibacterial Activity of New Schiff Base Curcumin Derivatives

IF 0.9 4区 化学 Q4 CHEMISTRY, ORGANIC
I. A. A. Hamdan, R. A. A. Aljabawi, W. A. Mahdi, A. A. AlHasan Hamdan
{"title":"Synthesis, Spectral Identification, and Antibacterial Activity of New Schiff Base Curcumin Derivatives","authors":"I. A. A. Hamdan,&nbsp;R. A. A. Aljabawi,&nbsp;W. A. Mahdi,&nbsp;A. A. AlHasan Hamdan","doi":"10.1134/S1234567823602206","DOIUrl":null,"url":null,"abstract":"<p>This work describes the synthesis of new Schiff bases that link curcumin with five third-generation cephalosporin antibiotics (cefotaxime, ceftazidime, ceftriaxone, cefixime, and cefdinir), using both mono- and bis-substituted curcumin derivatives. The synthesized compounds were characterized by IR and <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy and elemental analysis. Their bioactivity was evaluated against <i>S. aureus</i>, <i>P. aeruginosa</i>, and <i>E. coli</i>. Molecular docking was performed to assess the binding affinities of the products to the penicillin-binding proteins PBP1a, PBP1b, PBP4, and PBP6, using some of the synthesized curcumin-derivatives as representative examples. Toxicity prediction indicated potential immunotoxicity, with estimated median lethal doses (LD<sub>50</sub>) ranging from 1000 to 800 mg/kg.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 5","pages":"892 - 901"},"PeriodicalIF":0.9000,"publicationDate":"2025-07-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1234567823602206","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

This work describes the synthesis of new Schiff bases that link curcumin with five third-generation cephalosporin antibiotics (cefotaxime, ceftazidime, ceftriaxone, cefixime, and cefdinir), using both mono- and bis-substituted curcumin derivatives. The synthesized compounds were characterized by IR and 1H and 13C NMR spectroscopy and elemental analysis. Their bioactivity was evaluated against S. aureus, P. aeruginosa, and E. coli. Molecular docking was performed to assess the binding affinities of the products to the penicillin-binding proteins PBP1a, PBP1b, PBP4, and PBP6, using some of the synthesized curcumin-derivatives as representative examples. Toxicity prediction indicated potential immunotoxicity, with estimated median lethal doses (LD50) ranging from 1000 to 800 mg/kg.

Abstract Image

新型希夫碱姜黄素衍生物的合成、光谱鉴定及抗菌活性研究
这项工作描述了新的希夫碱的合成,将姜黄素与五种第三代头孢菌素抗生素(头孢噻肟,头孢他啶,头孢曲松,头孢克肟和头孢地尼)连接起来,使用单取代和双取代姜黄素衍生物。通过IR、1H、13C NMR和元素分析对合成的化合物进行了表征。测定了它们对金黄色葡萄球菌、铜绿假单胞菌和大肠杆菌的生物活性。以部分合成的姜黄素衍生物为代表,进行分子对接,评估产物与青霉素结合蛋白PBP1a、PBP1b、PBP4和PBP6的结合亲和力。毒性预测显示潜在的免疫毒性,估计中位致死剂量(LD50)范围为1000至800 mg/kg。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
期刊介绍: Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
×
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