title: Structure-activity relationships for the inhibition of formation of acid-fastness im mycobacterial organisms by coumarins and cinnamates.
abstract: The relationships between the structure and inhibitory activity against the formation of acid-fastness in mycobacterial organisms were investigated in naturally occurring or synthetic coumarins and cinnamates. The presence of an OH-group at C7 in the coumarin nucleus proved to be essential for the inhibitory activity. Likewise, the presence of a para-OH-group in cinnamates is also essential. Reduction of a conjugated alpha, beta-double bond in both series resulted in a decrease of the ininhibitory activity. Shortening of the side chain of cinnamates resulted in total loss of the activity. The grouping -C-C-CO2R appeared to be necessary for retaining the inhibitory activity.
mesh_terms: D000143:Acids; D002934:Cinnamates / Q000494:pharmacology*; D003374:Coumarins / Q000494:pharmacology*; D009161:Mycobacterium / Q000187:drug effects*; D009162:Mycobacterium avium / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D000143:Acids; D002934:Cinnamates; D003374:Coumarins