Evidence for direct-acting oxidative genotoxicity by reduction products of azo dyes.
نویسندگان
چکیده
The intestinal flora forms a complex ecosystem that metabolizes dietary and endogenous nutrients under primarily anaerobic conditions. The ingestion of azo dyes has been proposed as one source of potential genotoxic agents. Many intestinal bacteria are able to reduce the azo bond (termed azofission), which liberates the substituted naphthol compounds. The standard Ames test has not demonstrated mutagenicity either by various common food colorings or by their reduced end products in Salmonella typhimurium strains TA98 and TA100. In contrast, genetic toxicity was demonstrated in the Escherichia coli differential kill assay and in S. typhimurium TA102 for the reduced dyes. The superoxide free radical was produced by the azo dyes only after reduction by the intestinal bacteria Enterococcus faecalis and Bacteroides thetaiotaomicron.
منابع مشابه
Degradation of azo dyes by Trametes villosa laccase over long periods of oxidative conditions.
Trametes villosa laccase was used for direct azo dye degradation, and the reaction products that accumulated after 72 h of incubation were analyzed. Liquid chromatography-mass spectrometry (LC-MS) analysis showed the formation of phenolic compounds during the dye oxidation process as well as a large amount of polymerized products that retain azo group integrity. The amino-phenol reactions were ...
متن کاملIdentification of non-regulated aromatic amines of toxicological concern which can be cleaved from azo dyes used in clothing textiles.
Azo dyes in textiles may release aromatic amines after enzymatic cleavage by skin bacteria or after dermal absorption and metabolism in the human body. From the 896 azo dyes with known chemical structure in the available textile dyes database, 426 azo dyes (48%) can generate one or more of the 22 regulated aromatic amines in the European Union in Annex XVII of REACH. Another 470 azo dyes (52%) ...
متن کاملNovel Naphthalimide Based Azo Disperse Dyes for Dyeing of Polyester Fabrics
A series of monoazo disperse dyes based on naphthalimide was synthesized using N-alkylcarboxylic acid-1,8-naphthalimide as diazo component and N,N-diethylaniline derivatives as a coupling components. 4-amino-N-ethanoic (propanoic) acid-1,8-naphthalimide was synthesized from 4-nitro-1,8-naphthalic anhydride by imidation and subsequent reduction reactions. These compounds were diazotized and furt...
متن کاملSolvent-free synthesis and characterization of antibacterial azo dyes in the presence of Bronsted-acid ionic liquid as a green catalyst
A convenient and efficient direct protocol for the preparation of antibacterial azo dyes by the reaction of 2-naphthol with aromatic amines in the presence of catalytic amount of N-methyl-2-pyrrolidonium hydrogen sulfate ([H-NMP]HSO4) was carried out under solvent free conditions. This method has some advantages such as: easy work-up and easy separation of catalyst from the reaction mixture. Th...
متن کاملSynthesis Of Some Novel Azo Dyes And Their Dyeing, Redox And Antifungal Properties
Azo dyes are widely used colorants in consumer products such as leather, textiles, agriculture, cosmetics and in laboratories as indicators. This paper describes the synthesis of some novel azo dyes starting from 3-nitro salicylic acid. The synthesized dyes were investigated for their redox potentials, evaluated for their dying ability on cotton fabrics, resistivity against the fungi growth on ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Environmental Health Perspectives
دوره 102 شماره
صفحات -
تاریخ انتشار 1994