The chemistry of Pseudomonic acid. 15. Synthesis and antibacterial activity of a series of 5-alkyl, 5-alkenyl, and 5-heterosubstituted oxazoles.
The synthesis of a range of 5-alkyl, 5-alkenyl, and 5-heterosubstituted 2-(1-normon-2-yl) oxazoles is described. The antibacterial activity was determined as the minimum inhibitory concentration against a range of Gram-positive and Gram-negative organisms using a standard Agar dilution procedure. Compounds possessing an acid functionality directly on, or close to, the ring were found to be of greatly decreased potency, while increasing lipophilicity with greater chain length led to increased potency of these derivatives.
Brown
P
P
SmithKline Beecham Pharmaceuticals, Betchworth, Surrey, UK.
Davies
D T
DT
O'Hanlon
P J
PJ
Wilson
J M
JM
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D016712:Mupirocin / Q000737:chemistry* / Q000494:pharmacology*; D010080:Oxazoles / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D010080:Oxazoles; D016712:Mupirocin