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- W2917505800 abstract "Inhibitors of the bacterial deacetylase LpxC are a promising class of novel antibiotics, being selectively active against Gram-negative bacteria. To improve the biological activity of reported C-furanosidic LpxC inhibitors, the stereochemistry at positions 3 and 4 of the tetrahydrofuran ring was varied. In chiral pool syntheses starting from d-gulono-γ-lactone and d-ribose, a series of (3S,4R)-configured dihydroxytetrahydrofuran derivatives was obtained, of which the (2S,5S)-configured hydroxamic acid 15 ((2S,3S,4R,5S)-N,3,4-trihydroxy-5-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)tetrahydrofuran-2-carboxamide) was found to be the most potent LpxC inhibitor (Ki =0.4 μm), exhibiting the highest antibacterial activity against E. coli BL21 (DE3) and the D22 strain. Additionally, molecular docking studies were performed to rationalize the obtained structure-activity relationships." @default.
- W2917505800 created "2019-03-02" @default.
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- W2917505800 date "2019-03-12" @default.
- W2917505800 modified "2023-09-24" @default.
- W2917505800 title "Chiral Pool Synthesis, Biological Evaluation and Molecular Docking Studies of<i>C</i>‐Furanosidic LpxC Inhibitors" @default.
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- W2917505800 doi "https://doi.org/10.1002/cmdc.201900068" @default.
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