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Titolo:
MICROSOMAL METABOLISM AND ACTIVATION OF THE ENVIRONMENTAL CARCINOGEN 2-AMINO-3-METHYL-9H-PYRIDO[2,3-B]INDOLE
Autore:
FRANDSEN H; DAMKJAER S; GRIVAS S; ANDERSSON R; BINDERUP ML; LARSEN JC;
Indirizzi:
NATL FOOD AGCY,INST TOXICOL,MORKHOJ BYGADE 19 DK-2860 SOBORG DENMARK SWEDISH UNIV AGR SCI,DEPT CHEM S-75007 UPPSALA SWEDEN
Titolo Testata:
Mutagenesis
fascicolo: 2, volume: 13, anno: 1998,
pagine: 181 - 185
SICI:
0267-8357(1998)13:2<181:MMAAOT>2.0.ZU;2-J
Fonte:
ISI
Lingua:
ENG
Soggetto:
AMINO-ALPHA-CARBOLINES; HETEROCYCLIC AMINES; SOYBEAN GLOBULIN; GLUTAMIC-ACID; FOOD; MUTAGEN; DNA; PYROLYSATE; LIVER; PHIP;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
24
Recensione:
Indirizzi per estratti:
Citazione:
H. Frandsen et al., "MICROSOMAL METABOLISM AND ACTIVATION OF THE ENVIRONMENTAL CARCINOGEN 2-AMINO-3-METHYL-9H-PYRIDO[2,3-B]INDOLE", Mutagenesis, 13(2), 1998, pp. 181-185

Abstract

2-Amino-3-methyl-9H-pyrido[2,3-b]indole (MeA alpha C) is a mutagenic and carcinogenic heterocyclic amine formed as a pyrolysis product during cooking of food and combustion of tobacco. Hepatic microsomes from PCB-induced rats metabolized MeA alpha C to four products, of which three were non-mutagenic and one was mutagenic without S9 activation. The three non-mutagenic products, which accounted for 83% of the metabolism of MeA alpha C, mere characterized by mass spectrometry and NMR spectroscopy as 6-hydroxy-MeA alpha C, 7-hydroxy-MeA alpha C and 3-hydroxy-methyl-A alpha C. The mutagenic metabolite, accounting for 17% of the metabolism of MeA alpha C, was characterized as N-2-hydroxy-MeA alpha C by comparison with the HPLC retention time and UV spectrum of N-2-hydroxy-MeA alpha C obtained by chemical synthesis, N-2-Hydroxy-MeA alpha C was very reactive and a part of it bound covalently to microsomal proteins during incubation and a part was degraded to other products during incubation or chromatography. N-2-Hydroxy-MeA alpha C was mutagenic in Salmonella typhimurium TA98 without metabolic activation, resulting in 5070 revertants/mu g, which was > 20 times the specific mutagenic acticity of the parent compound.

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Documento generato il 03/04/20 alle ore 13:56:53