Dodecyl sorbitan ethers as antimicrobials against Gram-positive bacteria

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:27

Article

Belmessieri, Dorine^1,2,3  Gozlan, Charlotte^1,4  Duclos, Marie-Christine¹  Dumitrescu, Oana^2,3  Lina, Gerard^2,3  Redl, Andreas⁴  Duguet, Nicolas¹  Lemaire, Marc¹ 

[1] Univ Claude Bernard Lyonl, CNRS, INSA Lyon, CPE Lyon,ICBMS,UMR 5246,Equipe CAtalyse SYnth & E, 43 Blvd 11 Novembre 1918, F-69622 Villeurbanne, France

[2] Univ Claude Bernard Lyon 1, CNRS, Int Ctr Infectiol Res CIRI, Ecole Normale Super Lyon,UMR5308,Inserm,U1111, 7 Rue Guillaume Paradin, F-69008 Lyon, France

[3] Ctr Natl Reference Staphylocoques, 59 Blvd Louis Pinel, F-69677 Bron, France

[4] Tereos Syral SAS, ZI & Portuaire, BP 32, F-67390 Marckolsheim, France

关键词: Acetals;    Antimicrobials;    Ethers;    Resistant bacteria;    Sorbitan;   

DOI  :  10.1016/j.bmcl.2017.09.015

来源: Elsevier

【 摘 要 】

A range of amphiphilic sorbitan ethers has been synthesized in two steps from sorbitan following an acetalization/hydrogenolysis sequence. These sorbitan ethers and the acetal intermediates have been evaluated as antimicrobials against Gram-negative and Gram-positive bacteria. No antimicrobial activity was observed for Gram-negative bacteria. However, the compounds bearing a linear dodecyl chain exhibit antimicrobial activity (MIC as low as 8 mu g/mL) against Gram-positive bacteria such as Listeria monocytogenes, Enterococcus faecalis and Staphylococcus aureus. Encouraged by these preliminary results, dodecyl sorbitan was tested against a range of resistant strains and was found to be active against van-comycin-, methicillin- and daptomycin-resistant strains (MIC = 32-64 mu g/mL). (C) 2017 Elsevier Ltd. All rights reserved.

【 授权许可】

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