On the antibiotic activity of oxazolomycin.

Journal article

Structural analysis of oxazolomycin and simpler fragments containing a common 3-hydroxy-2,2-dimethylpropanamide moiety has indicated that a U-shaped conformation is preferred, in some cases stabilised by hydrogen bonding between the N-H and O-H residues, as shown by a combination of molecular modelling, NMR spectroscopic and single crystal X-ray analysis. A direct synthesis of this unit has been established via the opening of beta-lactones by a range of amines, and their antibacterial activit...

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Authors: Bagwell, C; Moloney, M; Thompson, A

• Publication status: Published
• Journal: Bioorganic and medicinal chemistry letters
• Volume: 18
• Issue: 14
• Pages: 4081-4086
• Publication date: 2008-07-01
• DOI: 10.1016/j.bmcl.2008.05.105
• EISSN: 1464-3405
• ISSN: 0960-894X
• Language: English
• Keywords: Magnetic Resonance Spectroscopy; Drug Design; Molecular Conformation; Oxazoles; Anti-Bacterial Agents; Chemistry, Pharmaceutical; Models, Molecular; Lactones; Amines; Models, Chemical; Hydrogen Bonding; Spiro Compounds; Crystallography, X-Ray; Hydrophobic and Hydrophilic Interactions