合成由丁香酚衍生的香豆素类广谱生物安全抗菌剂

IF 1.1 4区 化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY
Islam Khalid Kamal, Atyaf Talal Mahmood, Yasser Fakri Mustafa
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引用次数: 0

摘要

目的:丁香酚(EG)是丁香油中的一种重要成分,通常被用作牙齿止痛药。然而,这种苯酚的局部应用与一些严重的负面后果有关。方法:本研究的目的是将EG定位到香豆素核中,产生一个前体和十个标记(EGCOU1-EGCOU10)的变体。为了验证其分子结构,对其进行了FT-IR、1H、13C NMR和质谱分析。微生物学研究采用生长培养基稀释法对许多病原体进行。这些细菌包括四种需氧细菌,四种厌氧细菌和两种真菌。另一方面,生物安全性研究探讨了实验香豆素对两种非致病性需氧细菌、三种正常细胞群和实验室处理过的人类血液的影响。结果与讨论:前一项研究结果表明,实验香豆素与所用标准品相比具有出色的抗菌活性,差异较小。对测试真菌的效果最好,其次是好氧细菌,最后是厌氧细菌,其中(EGCOU7)具有优先作用。生物安全性调查发现,实验香豆素与试验非致病菌、正常细胞和人红细胞具有极好的生物相容性。结论:综上所述,笔者认为EG通过与香豆素骨架的结合转化为生物安全的广谱抗菌药物。其中,在侧芳环上含有3个取代基的化合物活性高于含有1个或2个取代基的化合物。此外,在所述化合物中,含二元氯化物和单对甲氧基的化合物表现出最好的效果。这些结果和结论可能为通过将有害酚类物质置于香豆素框架中来覆盖它们的负面生物学影响指明了道路。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Synthesis of Eugenol-Derived Coumarins as Broad-Spectrum Biosafe Antimicrobial Agents

Synthesis of Eugenol-Derived Coumarins as Broad-Spectrum Biosafe Antimicrobial Agents

Objective: Eugenol (EG) is a significant ingredient in clove oil that is commonly used as a tooth pain reliever. However, topical application of this phenol has been linked to a number of serious negative consequences. Methods: The goal of this study was to position EG into the coumarin nucleus, yielding a precursor and ten variants labeled (EGCOU1–EGCOU10). To validate their molecular structures, the FT-IR, 1H, 13C NMR, and mass spectra were analyzed. The microbiological study was conducted against many pathogens using a growth medium-dilution approach. These include four aerobic bacteria, four anaerobic bacteria, and two fungi. On the other hand, the biosafety study explored the effect of the experimental coumarins on two non-pathogenic aerobic bacteria, three normal cellular populations, and lab-treated human blood. Results and Discussion: The results of the former study indicated that the experimental coumarins demonstrated outstanding antimicrobial activity compared with the standards used, with minor variances. The most efficacy was discovered against the test fungi, followed by aerobic bacteria, and lastly anaerobic ones, with (EGCOU7) having a preferential impact. The biosafety investigation found that the experimental coumarins were extremely biocompatible with the test nonpathogenic bacteria, normal cells, and human blood erythrocytes. Conclusions: Given the above findings, the author concluded that EG transferred into biosafe wide-spectrum antimicrobial agents through its incorporation within coumarin backbones. Among them, the ones with three substituted groups on the off-side aromatic ring showed higher activity than those with one or two groups. Furthermore, among the prior compounds, the one containing di-meta chlorides and mono-para methoxy exhibited the best benefits. These results and conclusions may light the path to covering the negative biological impacts of harmful phenols by housing them in a coumarin framework.

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来源期刊
Russian Journal of Bioorganic Chemistry
Russian Journal of Bioorganic Chemistry 生物-生化与分子生物学
CiteScore
1.80
自引率
10.00%
发文量
118
审稿时长
3 months
期刊介绍: Russian Journal of Bioorganic Chemistry publishes reviews and original experimental and theoretical studies on the structure, function, structure–activity relationships, and synthesis of biopolymers, such as proteins, nucleic acids, polysaccharides, mixed biopolymers, and their complexes, and low-molecular-weight biologically active compounds (peptides, sugars, lipids, antibiotics, etc.). The journal also covers selected aspects of neuro- and immunochemistry, biotechnology, and ecology.
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