Bioorganic and Medicinal Chemistry Letters
Bioorganic and Medicinal Chemistry Letters
5 years ago

Dodecyl sorbitan ethers as antimicrobials against Gram-positive bacteria

Dodecyl sorbitan ethers as antimicrobials against Gram-positive bacteria
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, dodecylsorbitan was tested against a range a resistant strains and was found to be active against vancomycin-, methicillin- and daptomycin-resistant strains (MIC = 32-64 μg/mL).

Publisher URL: www.sciencedirect.com/science

DOI: S0960894X17309009

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