Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 27, Issue 20, Pages 4660-4663Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2017.09.015
Keywords
Acetals; Antimicrobials; Ethers; Resistant bacteria; Sorbitan
Categories
Funding
- FINOVI foundation [AO9-07]
- company TEREOS
- Association Nationale de la Recherche et de la Technologie (ANRT) through CIFRE [2011/1660]
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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.
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