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Dodecyl sorbitan ethers as antimicrobials against Gram-positive bacteria
Authors:Dorine Belmessieri  Charlotte Gozlan  Marie-Christine Duclos  Oana Dumitrescu  Gérard Lina  Andreas Redl  Nicolas Duguet  Marc Lemaire
Affiliation:1. Univ Lyon, Université Claude Bernard Lyon1, CNRS, INSA-Lyon, CPE-Lyon, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, (ICBMS), UMR 5246, Equipe CAtalyse, SYnthèse et ENvironnement (CASYEN), 43 boulevard du 11 novembre 1918, F-69622 Villeurbanne Cedex, France;2. Univ Lyon, Université Claude Bernard Lyon 1, Ecole Normale Supérieure de Lyon, CNRS, UMR5308, International Center for Infectiology Research (CIRI), Inserm U1111, 7 rue Guillaume Paradin, F-69008 Lyon, France;3. Centre National de Référence des Staphylocoques, 59 boulevard Louis Pinel, F-69677 Bron Cedex, France;4. Tereos Syral SAS, Z.I et Portuaire, B.P.32, 67390 Marckolsheim, France
Abstract: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 μg/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 vancomycin-, methicillin- and daptomycin-resistant strains (MIC = 32–64 μg/mL).
Keywords:Acetals  Antimicrobials  Ethers  Resistant bacteria  Sorbitan
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