Synthesis and antibacterial activity of environmentally friendly sulfonium compounds

IF 3.1 4区医学 Q3 CHEMISTRY, MEDICINAL

Medicinal Chemistry Research Pub Date : 2025-01-18 DOI:10.1007/s00044-024-03341-w

Jing Li, Wenyang Chen, Xinrui Bi, Yue Lin, Chengcai Liu, Yan Sun, Guinan Shen

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Abstract

The abuse and overuse of antibacterial drugs have caused the increasing drug resistance of pathogenic bacteria, which threats human health and environmental health. Therefore the development of new environmentally friendly antibacterial drugs is of great urgency. The purpose of this study is to develop novel sulfonium compounds and evaluate their antibacterial activities. The sulfonium compounds were obtained by substitution reactions of methionine. The antimicrobial activities of the compounds were evaluated by measurement of minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) against S. aureus and E. coli. A total of fifteen sulfonium compounds were synthesized and all of them showed antibacterial activity that varied with the substitution chain length. These compounds were highly sensitive to S. aureus with the lowest MIC and MBC at 0.39 μmol/L and 1.56 μmol/L, respectively, which are lower than that of commercial quaternary ammonium compounds. An extra group of eight sulfonium compounds were also constructed to study the relationship between compound structures and their antibacterial abilities. A preferred structure with one longer hydrophobic alkyl chain at the amine position has been demonstrated for better antibacterial activity.

Methionine based sulfonium compound as environmentally friendly antibacterial agent.

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环境友好型磺胺类化合物的合成及其抑菌活性研究

抗菌药物的滥用和过度使用导致病原菌的耐药性不断增强，威胁着人类健康和环境健康。因此，开发新型环保型抗菌药物迫在眉睫。本研究的目的是开发新的磺胺类化合物并评价其抗菌活性。这些磺化化合物是通过蛋氨酸的取代反应得到的。通过测定化合物对金黄色葡萄球菌和大肠杆菌的最小抑菌浓度（MIC）和最小杀菌浓度（MBC）来评价化合物的抑菌活性。共合成了15个磺胺类化合物，它们的抑菌活性随取代链长度的变化而变化。这些化合物对金黄色葡萄球菌高度敏感，MIC和MBC最低，分别为0.39 μmol/L和1.56 μmol/L，低于商品季铵化合物。我们还构建了一个额外的8个磺化化合物基团，以研究化合物结构与抗菌能力之间的关系。在胺位有一个较长的疏水烷基链的优选结构已被证明具有更好的抗菌活性。蛋氨酸基磺化化合物作为环保型抗菌剂。

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来源期刊

Medicinal Chemistry Research 医学-医药化学

CiteScore

4.70

自引率

3.80%

发文量

162

审稿时长

5.0 months

期刊介绍： Medicinal Chemistry Research (MCRE) publishes papers on a wide range of topics, favoring research with significant, new, and up-to-date information. Although the journal has a demanding peer review process, MCRE still boasts rapid publication, due in part, to the length of the submissions. The journal publishes significant research on various topics, many of which emphasize the structure-activity relationships of molecular biology.