Synthesis and Biological Evaluation of the Antimicrobial Natural Product Lipoxazolidinone A
| Autor: | Kaylib R. Robinson, Troy E. Zehnder, Jonathan J. Mills, Joshua G. Pierce |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Methicillin-Resistant Staphylococcus aureus
Biological Products Natural product Molecular Structure 010405 organic chemistry General Chemistry Microbial Sensitivity Tests 010402 general chemistry Antimicrobial 01 natural sciences Combinatorial chemistry Catalysis Article 0104 chemical sciences Anti-Bacterial Agents chemistry.chemical_compound Structure-Activity Relationship Lead (geology) Mechanism of action chemistry medicine medicine.symptom Pharmacophore Oxazolidinones Biological evaluation |
| Zdroj: | Angewandte Chemie (International ed. in English). 57(28) |
| ISSN: | 1521-3773 |
| Popis: | Natural products have historically been a major source of antibiotics and therefore novel scaffolds are constantly of interest. 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 analogues 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. |
| Databáze: | OpenAIRE |
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