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Synthesis and Biological Evaluation of the Antimicrobial Natural Product Lipoxazolidinone A

submitted on 05.04.2018, 18:19 and posted on 09.04.2018, 16:09 by Jonathan J. Mills, Kaylib R. Robinson, Troy E. Zehnder, Joshua G. Pierce
The lipoxazolidinone family of marine natural products, with an unusual 4-oxazolidinone heterocycle at their core, represents a new scaffold for antimicrobial discovery; however, questions regarding their mechanism of action and high lipophilicity have likely slowed follow-up studies. Herein, we report the first synthesis of lipoxazolidinone A, 15 structural analogs to explore its active pharmacophore, and initial resistance and mechanism of action studies. These results suggest that 4-oxazolidinones are valuable scaffolds for antimicrobial development and reveal simplified lead compounds for further optimization.


NIH (1R01GM110154)


Email Address of Submitting Author


NC State University


United States

ORCID For Submitting Author


Declaration of Conflict of Interest

No Conflict of Interest