Design, Synthesis, and Activity Evaluation of Endogenous Hydrogen Sulfide Inhibitor of MRSA

IF 0.9 4区化学 Q4 CHEMISTRY, MULTIDISCIPLINARY

Russian Journal of General Chemistry Pub Date : 2025-03-27 DOI:10.1134/S1070363224612638

W. F. He, J. X. Wang, P. Y. Gao, D. Q. Li, H. Jin, C. F. Liu, X. G. Liu

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Abstract

Eighteen indole target compounds were synthesized from 3-(6-bromo-3-indolyl)propionic acid. The chemical structures were determined by ¹H NMR, ¹³C NMR, and HRMS. Bioactivity assays revealed that 3-(6-bromo-3-indolyl)-N-(3-fluorophenyl)propenamide exhibited the most potent inhibitory effect on methicillin-resistant Staphylococcus aureus (MRSA) endogenous H₂S at a concentration of 40 μM, with an inhibitory rate of 80.2±0.92%. The results of antibacterial experiments showed that co-administering partial target compounds with oxacillin sodium reduced the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) of MRSA by 50% when compared to oxacillin sodium alone. Further studies revealed that the synergistic antimicrobial mechanism is closely related to the Fenton reaction. The results of the cytotoxicity assay showed that 3-(6-bromo-3-indolyl)-N-(4-chlorobenzyl)propenamide had the least inhibitory effect on BEAS-2B cells. The experimental results of this study may provide references and ideas for the treatment of MRSA infection.

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内源性MRSA硫化氢抑制剂的设计、合成及活性评价

以3-（6-溴-3-吲哚基）丙酸为原料合成了18个吲哚靶化合物。化学结构通过1H NMR、13C NMR和HRMS测定。生物活性测定表明，3-（6-溴-3-吲哚基）- n-（3-氟苯基）丙烯酰胺在40 μM浓度下对耐甲氧西林金黄色葡萄球菌（MRSA）内源性H2S的抑制作用最强，抑制率为80.2±0.92%。抗菌实验结果表明，部分目标化合物与oxacillin钠共给药，MRSA的最低抑菌浓度（MIC）和最低杀菌浓度（MBC）比单独给药降低50%。进一步研究表明，协同抗菌机制与Fenton反应密切相关。细胞毒性实验结果显示，3-（6-溴-3-吲哚基）- n -（4-氯苯基）丙烯酰胺对BEAS-2B细胞的抑制作用最小。本研究的实验结果可为MRSA感染的治疗提供参考和思路。

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来源期刊

Russian Journal of General Chemistry 化学-化学综合

CiteScore

1.40

自引率

22.20%

发文量

252

审稿时长

2-4 weeks

期刊介绍： Russian Journal of General Chemistry is a journal that covers many problems that are of general interest to the whole community of chemists. The journal is the successor to Russia’s first chemical journal, Zhurnal Russkogo Khimicheskogo Obshchestva (Journal of the Russian Chemical Society ) founded in 1869 to cover all aspects of chemistry. Now the journal is focused on the interdisciplinary areas of chemistry (organometallics, organometalloids, organoinorganic complexes, mechanochemistry, nanochemistry, etc.), new achievements and long-term results in the field. The journal publishes reviews, current scientific papers, letters to the editor, and discussion papers.