Enhancement of the mutagenicity of amino acid pyrolysates by phthalate esters.
The ability of phthalic acid, phthalic acid anhydride, and various phthalate esters to enhance the mutagenicity of many amino acid pyrolysates was observed with the Ames test (Salmonella typhimurium TA98), but not the SOS Chromotest. Phthalate enhancement of the mutagenicity of 4-nitroquinoline-1-oxide, 2-nitrofluorene, and benzo[a]pyrene was not observed with either test. The mutagenicity-enhancing ability may be related to the induction of enzymes such as P450IIB, that metabolize amino acid pyrolysates. By quantitative structure activity relationship (QSAR) analysis, a good correlation was observed between the mutagenicity-enhancing activity of phthalates and their octanol-water partition coefficients.
Sato
T
T
Department of Public Health, Gifu Pharmaceutical University, Japan.
Nagase
H
H
Sato
K
K
Niikawa
M
M
Kito
H
H
D020003:1-Octanol; D015112:4-Nitroquinoline-1-oxide / Q000633:toxicity; D001564:Benzo(a)pyrene / Q000633:toxicity; D002243:Carbolines / Q000633:toxicity*; D019362:Cytochrome P-450 CYP2B1; D003577:Cytochrome P-450 Enzyme System / Q000187:drug effects / Q000378:metabolism; D004357:Drug Synergism; D004790:Enzyme Induction / Q000187:drug effects / Q000235:genetics; D004952:Esters; D005449:Fluorenes / Q000633:toxicity; D007093:Imidazoles / Q000633:toxicity; D016296:Mutagenesis / Q000187:drug effects* / Q000235:genetics; D009152:Mutagenicity Tests; D009153:Mutagens / Q000633:toxicity*; D000442:Octanols / Q000737:chemistry; D010088:Oxidoreductases / Q000187:drug effects / Q000378:metabolism; D010795:Phthalic Acids / Q000378:metabolism / Q000633:toxicity*; D011804:Quinolines / Q000633:toxicity; D013329:Structure-Activity Relationship; D014867:Water / Q000737:chemistry
D002243:Carbolines; D004952:Esters; D005449:Fluorenes; D007093:Imidazoles; D009153:Mutagens; D000442:Octanols; D010795:Phthalic Acids; D011804:Quinolines; D014867:Water; C019499:2-nitrofluorene; C029216:2-amino-3-methylimidazo(4,5-f)quinoline; D001564:Benzo(a)pyrene; D015112:4-Nitroquinoline-1-oxide; C023785:2-amino-6-methyldipyrido(1,2-a-3',2'-d)imidazole; C019133:3-amino-1-methyl-5H-pyrido(4,3-b)indole; D003577:Cytochrome P-450 Enzyme System; D010088:Oxidoreductases; D019362:Cytochrome P-450 CYP2B1; C019132:3-amino-1,4-dimethyl-5H-pyrido(4,3-b)indole; D020003:1-Octanol