title: Structure-activity relationship in the mutagenic effect of chiral or racemic 2-bromo-propanamides on Salmonella typhimurium.
abstract: 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.
authors.affiliation: Institute of Microbiology, University of Trieste, Italy.
authors.forename: L
authors.initials: L
authors.lastname: Dolzani
authors.forename: M
authors.initials: M
authors.lastname: Tamaro
authors.forename: C
authors.initials: C
authors.lastname: Lagatolla
authors.forename: C
authors.initials: C
authors.lastname: Monti-Bragadin
authors.forename: G
authors.initials: G
authors.lastname: Cavicchioni
authors.forename: P
authors.initials: P
authors.lastname: Marchetti
authors.forename: F
authors.initials: F
authors.lastname: D'Angeli
mesh_terms: 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
chemical_list: D000577:Amides; D009153:Mutagens