New alpha-methylene-gamma-butyrolactones with antimycobacterial properties.
The synthesis and antimycobacterial activity of a series of alpha-methylene-gamma-butyrolactones based on the natural product protolichesterinic acid are described. Compounds 9-12 bearing an allylamide group at the C-4 position showed improved activity with MICs in the range of 6.25-12.5 microg/mL.
Department of Chemistry, The Johns Hopkins University, 3400 N. Charles Street, Baltimore, MD 21218, USA.
Minerva A
MA
Hughes
Jill M
JM
McFadden
Craig A
CA
Townsend
D015107:4-Butyrolactone / Q000031:analogs & derivatives*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D009163:Mycobacterium bovis / Q000187:drug effects; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; C095781:protolichesterinic acid; D015107:4-Butyrolactone