Synthesis of bis-sulfonium lipids and their antibacterial ability

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2025-03-03 DOI:10.1016/j.tetlet.2025.155528
Chengcai Liu , Xiaodong Zhou , Xinrui Bi , Peiyu Chen , Wanning Li , Jing Li
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Abstract

Gemini cationic surfactants have great advantages as antibacterial agents. Herein, a group of bis-sulfonium lipids was synthesized and their antibacterial activities were investigated on Gram-negative and Gram-positive bacterial stains. The activity of bis-sulfonium lipids was related to the hydrophobic substitution. When each of the sulfonium contained one long alkyl chain and the spacer was short, the gemini salt exhibited strong inhibition. The compound with benzyl, decyl and pentylene spacer exhibited the broad antibacterial activity, and was more sensitive on Gram-negative than commercial quaternary ammonium salts. The mechanism study showed that increasing cell membrane permeability and disrupting the cell membrane are important pathways for inhibiting bacteria.

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双磺酸脂的合成及其抗菌性能
Gemini阳离子表面活性剂作为抗菌剂具有很大的优势。本文合成了一组双磺酸脂质,并对其在革兰氏阴性和革兰氏阳性细菌染色上的抑菌活性进行了研究。双磺酸脂的活性与疏水取代有关。当每个磺胺含有一个长烷基链,间隔较短时,双子星盐表现出较强的抑制作用。该化合物具有广泛的抗菌活性,且对革兰氏阴性菌的敏感性高于商品季铵盐。机理研究表明,增加细胞膜通透性和破坏细胞膜是抑制细菌的重要途径。
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来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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