Mutagenicity of 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid treated with nitrite in the presence of alcohols.
The mutagenicity of a product produced from 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid (MTCCA), which is a component in soy sauce, after treatment with 50 mM nitrite at pH 3, 37 degrees C, for 60 min in the presence of 7.5% ethanol was much higher than that in the absence of ethanol during the nitrite treatment. The enhancement of the mutagenicity of nitrite-treated MTCCA by ethanol required simultaneous treatment of MTCCA with nitrite and ethanol. The mutagenicity of MTCCA treated with nitrite in the presence and absence of ethanol was detected in the same fractions on HPLC and was highest for Salmonella typhimurium strain YG1029 possessing elevated O-acetyltransferase activity among the several Salmonella test strains, suggesting that the same mutagen belonging to aromatic compounds was produced both in the presence and absence of ethanol. Methanol, n-propanol and isopropanol as well as ethanol were also observed to have an augmenting effect. However, the sugars glucose and sucrose had no effect. When MTCCA was treated with nitrite in the presence of commercial alcoholic beverages equivalent to 1.25-10% ethanol, Japanese 'sake' and 'shochu' were demonstrated to have a highly augmenting effect and beer, wine, whisky and brandy to have a mildly augmenting effect.
Higashimoto
M
M
Department of Hygienic Chemistry, Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, Japan.
Yamamoto
T
T
Kinouchi
T
T
Matsumoto
H
H
Ohnishi
Y
Y
D000434:Alcoholic Beverages / Q000633:toxicity; D000438:Alcohols / Q000633:toxicity; D002243:Carbolines / Q000737:chemistry / Q000633:toxicity*; D002851:Chromatography, High Pressure Liquid; D004305:Dose-Response Relationship, Drug; D000431:Ethanol / Q000633:toxicity*; D006863:Hydrogen-Ion Concentration; D009152:Mutagenicity Tests; D009153:Mutagens / Q000633:toxicity*; D009573:Nitrites / Q000633:toxicity*; D012486:Salmonella typhimurium / Q000187:drug effects
D000438:Alcohols; D002243:Carbolines; D009153:Mutagens; D009573:Nitrites; D000431:Ethanol; C038114:1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid