Metabolism of azo dyes: implication for detoxication and activation (Q37437836)

20 August 2017

title

Metabolism of azo dyes: implication for detoxication and activation (English)

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20 August 2017

Levine WG

1

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20 August 2017

publication date

1 January 1991

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20 August 2017

language of work or name

English

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published in

Drug Metabolism Reviews

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20 August 2017

volume

23

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20 August 2017

issue

3-4

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20 August 2017

page(s)

253-309

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publication type of scholarly work

20 August 2017

review article

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A review of the genotoxicity of food, drug and cosmetic colours and other azo, triphenylmethane and xanthene dyes

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Sex and species differences in the biliary excretion of tartrazine and lissamine fast yellow in the rat, guinea-pig and rabbit. The influence of sex hormones on tartrazine excretion in the rat.

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Inhibition of hepatic microsomal lipid peroxidation by drug substrates without drug metabolism

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The major role of glutathione in the metabolism and excretion of N,N-dimethyl-4-aminoazobenzene in the rat.

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Significance of bound dye and glutathione for aminoazo dye hepatocarcinogenesis

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A correlation of the rate of N-hydroxylation of aminoazo dyes with their carcinogenic activity in the rat.

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Nitroxide radicals generated from carcinogenic aminoazo dyes during their metabolism in vivo and in enzymatic system in vitro

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The metabolism of azo compounds: 1. Azobenzene

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21 January 2018

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Azoreductase activity of Sprague Dawley and Wistar-derived rats towards both carcinogenic and non-carcinogenic analogues of 4-dimethylaminophenylazobenzene (DAB).

21 January 2018

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Some characteristics of two azoreductase systems in rat liver. Relevance to the activity of 2-[4'-di(2″-bromopropyl)-aminophenylazo]benzoic acid (CB10-252), a compound possessing latent cytotoxic activity

21 January 2018

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Effect of hypolipidemic drugs on the metabolism of lauric acid and dimethylaminoazobenzene by rat liver microsomes

21 January 2018

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Cytochrome P-450 induction by clofibrate. Purification and properties of a hepatic cytochrome P-450 relatively specific for the 12- and 11-hydroxylation of dodecanoic acid (lauric acid)

21 January 2018

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Characteristics of two classes of azo dye reductase activity associated with rat liver microsomal cytochrome P450.

21 January 2018

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Redox properties of the reduced nicotinamide adenine dinucleotide phosphate-cytochrome P-450 and reduced nicotinamide adenine dinucleotide-cytochrome b5 reductases

21 January 2018

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Spin state control of the hepatic cytochrome P450 redox potential

21 January 2018

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Interactions of steroids with human placental cytochrome P-450 in the presence of carbon monoxide

21 January 2018

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Displacement of carbon monoxide from placental cytochrome P-450 by steroids: antagonistic effects of androstenedione and 19-norandrostenedione

21 January 2018

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Induction of NAD(P)H:quinone reductase in murine hepatoma cells by phenolic antioxidants, azo dyes, and other chemoprotectors: a model system for the study of anticarcinogens

21 January 2018

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Elevation of quinone reductase activity by anticarcinogenic antioxidants

21 January 2018

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Participation of liver aldehyde oxidase in reductive metabolism of hydroxamic acids to amides

21 January 2018

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Involvement of liver aldehyde oxidase in sulfoxide reduction

21 January 2018

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Reductive metabolism of N-nitrosodiphenylamine to the corresponding hydrazine derivative

21 January 2018

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Involvement of liver aldehyde oxidase in the reduction of nicotinamide N-oxide

21 January 2018

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Molybdenum hydroxylases as drug-metabolizing enzymes

21 January 2018

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Rat brain NADPH-dependent diaphorase. A possible relationship to cytochrome P450 reductase

21 January 2018

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The metabolism of azo compounds: a review of the literature

21 January 2018

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Factors affecting metabolic activity of the intestinal microflora

21 January 2018

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Mechanisms of azo reduction by Streptococcus faecalis. II. The role of soluble flavins

21 January 2018

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Reduction of Azo Food Dyes in Cultures of Proteus vulgaris

21 January 2018

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Azo reduction of trypan blue to a known carcinogen by a cell-free extract of a human intestinal anaerobe

21 January 2018

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Metabolism studies of an azo dye and pigment in the hamster based on analysis of the urine for potentially carcinogenic aromatic amine metabolites

21 January 2018

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Metabolism of bisazobiphenyl dyes derived from benzidine, 3,3'-dimethylbenzidine or 3,3'-dimethoxybenzidine to carcinogenic aromatic amines in the dog and rat.

21 January 2018

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Metabolism of azo dyes derived from benzidine, 3,3'-dimethyl-benzidine and 3,3'-dimethoxybenzidine to potentially carcinogenic aromatic amines by intestinal bacteria

21 January 2018

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Trace analysis of potentially carcinogenic metabolites of an azo dye and pigment in hamster and human urine as determined by two chromatographic procedures

21 January 2018

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Metabolism of benzidine-based dyes and the appearance of mutagenic metabolites in urine of rats after oral or intraperitoneal administration.

21 January 2018

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Internal exposure of rats to benzidine derived from orally administered benzidine-based dyes after intestinal azo reduction

21 January 2018

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Reduction to benzidine is not necessary for the covalent binding of a benzidine azodye to rat liver DNA.

21 January 2018

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Some historical aspects of N-aryl carcinogens and their metabolic activation

21 January 2018

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Benzidine revisited: a review of the literature and problems associated with the use of benzidine and its congeners

21 January 2018

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The role of metabolism in chemical mutagenesis and chemical carcinogenesis

21 January 2018

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Sulfuric acid esters as major ultimate electrophilic and hepatocarcinogenic metabolites of 4-aminoazobenzene and its N-methyl derivatives in infant male C57BL/6J x C3H/HeJ F1 (B6C3F1) mice

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Evaluation of azo food dyes for mutagenicity and inhibition of mutagenicity by methods using Salmonella typhimurium

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Mutagenicity of azo dyes following metabolism by different reductive/oxidative systems

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Formation of 3-(glutathion-S-YL)-N-methyl-4-aminoazobenzene and inhibition of aminoazo dye-nucleic acid binding in vitro by reaction of glutathione with metabolically-generated N-methyl-4-aminoazobenzene-N-sulfate

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Acetylation, deacetylation and acyltransfer

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Acetyl coenzyme A-dependent metabolic activation of N-hydroxy-3,2'-dimethyl-4-aminobiphenyl and several carcinogenic N-hydroxy arylamines in relation to tissue and species differences, other acyl donors, and arylhydroxamic acid-dependent acyltransfe

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

A comparison of the carcinogen-DNA adducts formed in rat liver in vivo after administration of single or multiple doses of N-methyl-4-aminoazobenzene

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Characterization and properties of the DNA adducts formed from N-methyl-4-aminoazobenzene in rats during a carcinogenic treatment regimen

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Generation of hydrogen peroxide and superoxide anion from active metabolites of naphthylamines and aminoazo dyes: its possible role in carcinogenesis

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Redox cycle of stable mixed nitroxides formed from carcinogenic aromatic amines

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Metabolic activation of the hepatocarcinogen 3'-methyl-4-dimethylaminoazobenzene by a rat liver cell-free system. Evidence suggesting the formation of at least two electrophilic metabolites

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Carcinogenicity of 3'-hydroxymethyl-N,N-dimethyl-4-aminoazobenzene in rat liver

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Mutagenesis in Salmonella after metabolic activation of carcinogenic azo dyes and their isomers by liver S9 from rats, mice and hamsters

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Participation of cytochrome P450 in mutagenic activation of the carcinogen 3'-hydroxymethyl-N,N-dimethyl-4-aminoazobenzene and its N-demethylated compounds by rat liver

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

A reactive hydroxymethyl sulfate ester formed regioselectively from the carcinogen, 7,12-dihydroxymethylbenz[alpha]anthracene, by rat liver sulfotransferase

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Influence of microsomal and cytosolic fractions from the liver of 4 animal species and man on the mutagenicity of carcinogenic aminoazo dyes and nature of the mutagenicity-enhancing factor in the cytosol from rat liver

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

The first identification of the benzenediazonium ion formation from a non-aminoazo dye, 1-phenylazo-2-hydroxynaphthalene (Sudan I) by microsomes of rat livers

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

4-Dimethylaminoazobenzenes: carcinogenicities and reductive cleavage by microsomal azo reductase

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Comparison of 7 azo dyes and their azo reduction products in the rat and hamster hepatocyte primary culture/DNA-repair assays

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Comparisons between carcinogenic potency and mutagenic potency to Salmonella in a series of derivatives of 4-dimethylaminoazobenzene (DAB).

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

The possible role of azoreduction in the bacterial mutagenicity of 4-dimethylaminoazobenzene (DAB) and 2 of its analogues (6BT and 5I).

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

An assessment of the in vivo rat hepatocyte DNA-repair assay

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

The disposition and in vivo covalent binding to liver DNA of the monoazodyes 6-(p-dimethylaminophenylazo)benzothiazole (6BT) and 5-(p-dimethylaminophenylazo)indazole (5I) after administration to the rat.

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Mutagenicity to Salmonella of four derivatives of the azo mutagen 5I: some implications for structure--activity databases and the evaluation of combinations of mutagens

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Analysis of a method for testing azo dyes for mutagenic activity in Salmonella typhimurium in the presence of flavin mononucleotide and hamster liver S9.

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Mutagenicity of azo dyes in the Salmonella/microsome assay using in vitro and in vivo activation

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Some aspects of metabolism and mutagenicity of o-tolidine and an o-tolidine-based azo dye.

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Metabolism of nine benzidine-congener-based azo dyes in rats based on gas chromatographic assays of the urine for potentially carcinogenic metabolites

21 January 2018

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Mutagenic activity in rat urine after feeding with the azo dye tartrazine

21 January 2018

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Mutagenic activity of the feces of rats following oral administration of tartrazine

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Mutagenic activation of the benzidine-based dye direct black 38 by human intestinal microflora

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Structure-activity relationship studies on the mutagenicity of some azo dyes in the Salmonella/microsome assay

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Evaluation of the mutagenicity of azo dyes in Salmonella typhimurium: a study of structure-activity relationships

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Induction of unscheduled DNA synthesis in primary rat hepatocytes by benzidine-congener-derived azo dyes in the in vitro and in vivo/in vitro assays

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Participation of the microsomal electron transport system in mutagenic activation of 4-dimethylaminoazobenzene, 4-methylaminoazobenzene and their 3'-methyl-derivatives

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Mutagenicity testing of certified food colors and related azo, xanthene and triphenylmethane dyes with the Salmonella/microsome system

21 January 2018

1 reference

https://api.crossref.org/works/10.3109%2F03602539109029761

Mutagenic assay of aromatic nitro compounds with Salmonella typhimurium

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Retinol (vitamin A) as a modifier of 2-aminofluorene and 2-acetyl-aminofluorene mutagenesis in the Salmonella/microsome assay

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Retinol (vitamin A) as an inhibitor of the mutagenicity of aflatoxin B.

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Effect of vitamin A palmitate on mutagenesis induced by polycyclic aromatic hydrocarbons in human cells

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Retinol (vitamin A) inhibits the mutagenicity of o-aminoazotoluene activated by liver microsomes from several species in the Ames test

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

Complex effects of retinol on the metabolic activation of 2‐aminofluorene

21 January 2018

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https://api.crossref.org/works/10.3109%2F03602539109029761

10.3109/03602539109029761

21 January 2018

Identifiers

DOI

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20 August 2017

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