Structure-activity relationship in the mutagenic effect of chiral or racemic 2-bromo-propanamides on Salmonella typhimurium.
Some 2-bromo-propanamides were prepared and tested for direct mutagenicity in Salmonella typhimurium TA 100. Results confirm the mutagenic activity of 2-bromo-N-benzyl-propanamide and indicate that it is independent of enantiomeric configuration. A variation in the chemical structure, namely, the addition of a methyl group at the benzylic carbon, causes the four resulting diastereomers to be devoid of any activity. Conversely, some racemic ring-substituted methoxy and/or hydroxy derivatives of the parent compound displayed mutagenic properties, causing an increase in the number of his+ revertants up to 524 per milligram per plate.
Dolzani
L
L
Institute of Microbiology, University of Trieste, Italy.
Tamaro
M
M
Lagatolla
C
C
Monti-Bragadin
C
C
Cavicchioni
G
G
Marchetti
P
P
D'Angeli
F
F
D000577:Amides / Q000633:toxicity*; D015394:Molecular Structure; D009152:Mutagenicity Tests; D009153:Mutagens / Q000737:chemistry / Q000494:pharmacology*; D012486:Salmonella typhimurium / Q000187:drug effects; D013329:Structure-Activity Relationship
D000577:Amides; D009153:Mutagens