Literature DB >> 16010867

In vitro and in vivo metabolism of ethyl 4-[(2-hydroxy-1-naphthyl)azo]benzoate.

Banu Bekce1, Göksel Sener, Mehmet Oktav, Mert Ulgen, Sevim Rollas.   

Abstract

Azo compounds are extensively used for colouring food, drink, pharmaceuticals, cosmetics, textiles and printing inks. Publications in the literature have shown that azo dyes can pose threats to public health by metabolic and chemical oxidation and reduction reactions. In the present study, the in vivo and in vitro biotransformation of ethyl 4-[(2-hydroxy-1-naphthyl)azo]benzoate, an azo compound which is structurally similar to 1-phenylazo-2-naphthol was studied to investigate its in vivo and in vitro metabolic products. For the in vitro biotransformation study, rat liver microsomal preparations fortified with NADPH as a co-factor were used. Three unidentified metabolic products were observed. For the in vivo biotransformation study, a concentrated solution of this substrate was given orally to female rats. After the administration of substrate, blood samples of rats are taken at certain intervals. The blood plasma were obtained by centrifuging blood samples. The cold acetonitrile was added to plasma to precipitate plasma proteins and plasma was centrifuged. The supernatant was evaporated at room temperature. The residue was reconstituted with acetonitrile and examined by the HPLC. The unchanged substrate together with the corresponding reduction and acetylation products were detected in plasma. However, no initial hydrolysis occurred in the ester moiety.

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Year:  2005        PMID: 16010867     DOI: 10.1007/BF03226413

Source DB:  PubMed          Journal:  Eur J Drug Metab Pharmacokinet        ISSN: 0378-7966            Impact factor:   2.441


  7 in total

1.  The comet assay in eight mouse organs: results with 24 azo compounds.

Authors:  S Tsuda; N Matsusaka; H Madarame; S Ueno; N Susa; K Ishida; N Kawamura; K Sekihashi; Y F Sasaki
Journal:  Mutat Res       Date:  2000-02-16       Impact factor: 2.433

2.  The in vitro hepatic microsomal metabolism of 3,5-dimethyl-4-(phenylazo)-(1H)-pyrazole in rats.

Authors:  B Kaymakçioğlu; E Oruç; M Ulgen; S Rollas
Journal:  Drug Metabol Drug Interact       Date:  1999

3.  Preparation of microsomes with calcium.

Authors:  J B Schenkman; D L Cinti
Journal:  Methods Enzymol       Date:  1978       Impact factor: 1.600

Review 4.  Metabolism of azo dyes: implication for detoxication and activation.

Authors:  W G Levine
Journal:  Drug Metab Rev       Date:  1991       Impact factor: 4.518

Review 5.  Mutagenicity of azo dyes: structure-activity relationships.

Authors:  K T Chung; C E Cerniglia
Journal:  Mutat Res       Date:  1992-09       Impact factor: 2.433

Review 6.  The mechanism of microsomal azoreduction: predictions based on electronic aspects of structure-activity relationships.

Authors:  S Zbaida
Journal:  Drug Metab Rev       Date:  1995       Impact factor: 4.518

7.  In vitro metabolic N-oxidation of azo compounds. I. Evidence for formation of azo N-oxides (azoxy compounds).

Authors:  M H Koh; J W Gorrod
Journal:  Drug Metabol Drug Interact       Date:  1989
  7 in total

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