Literature DB >> 6418073

Metabolism of 7,12-dimethylbenz[a]anthracene by Cunninghamella elegans.

L K Wong, J Dru, L S Lin, J Knapp.   

Abstract

The metabolites of 7,12-dimethylbenz[a]anthracene (DMBA), a carcinogenic polycyclic aromatic hydrocarbon, in cultures of Cunninghamella elegans were isolated by high-pressure liquid chromatography and characterized by UV spectroscopy and mass spectrometry. The major metabolites were DMBA-trans-8,9-dihydrodiol and DMBA-trans-3,4-dihydrodiol. The 7-hydroxymethyl and the 12-hydroxymethyl derivatives of these dihydrodiol metabolites were also formed. The metabolic profile described in this report contrasts with those obtained in our earlier experiments in which the incubation of DMBA with Pseudomonas aeruginosa and Penicillium notatum produced no dihydrodiol metabolites but only methyl-hydroxylated metabolites.

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Year:  1983        PMID： 6418073      PMCID： PMC239550          DOI： 10.1128/aem.46.5.1239-1242.1983

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN： 0099-2240            Impact factor:   4.792


  13 in total

1.  Stereochemistry of the hydrolysis products and their acetonides of two stereoisomeric benzo[a]pyrene 7,8-diol 9,10-epoxides.

Authors:  S K Yang; D W McCourt; H V Gelboin; J R Miller; P P Roller
Journal:  J Am Chem Soc       Date:  1977-07-20       Impact factor: 15.419

Review 2.  Microbial models for drug metabolism.

Authors:  J P Rosazza; R V Smith
Journal:  Adv Appl Microbiol       Date:  1979       Impact factor: 5.086

3.  Metabolic activation of the carcinogen 7,12-dimethylbenz[a]anthracene for DNA binding.

Authors:  R C Moschel; W M Baird; A Dipple
Journal:  Biochem Biophys Res Commun       Date:  1977-06-20       Impact factor: 3.575

4.  Identification of 7,12-dimethylbenz[a]anthracene metabolites that lead to mutagenesis in mammalian cells.

Authors:  E Huberman; M W Chou; S K Yang
Journal:  Proc Natl Acad Sci U S A       Date:  1979-02       Impact factor: 11.205

5.  Identification of four trans-3,4-dihydrodiol metabolites of 7,12-dimethylbenz[a]anthracene and their in vitro DNA-binding activities upon further metabolism.

Authors:  M W Chou; S K Yang
Journal:  Proc Natl Acad Sci U S A       Date:  1978-11       Impact factor: 11.205

6.  Mass spectral characterization of the K-region and non K-region dihydrodiols of 7,12-dimethylbenz (a) anthracene.

Authors:  L K Wong; C L Wang; F B Daniel
Journal:  Biomed Mass Spectrom       Date:  1979-07

7.  Combined reversed-phase and normal-phase high-performance liquid chromatography in the purification and identification of 7,12-dimethylbenz[a]anthracene metabolites.

Authors:  M W Chou; S K Yang
Journal:  J Chromatogr       Date:  1979-12-20

Review 8.  Relationships of quantum mechanical calculations, relative mutagenicity of benzo[a]anthracene diol epoxides, and "bay region" concept of aromatic hydrocarbon carcinogenicity.

Authors:  R E Lehr; D M Jerina
Journal:  J Toxicol Environ Health       Date:  1977-07

9.  Oxidative metabolites of 7,12-dimethylbenz[a]anthracene. Further investigation of the K-region epoxide.

Authors:  L K Wong; C L Wang; F B Daniel
Journal:  Drug Metab Dispos       Date:  1980 Jan-Feb       Impact factor: 3.922

10.  Oxidation of benzo[a]pyrene by the filamentous fungus Cunninghamella elegans.

Authors:  C E Cerniglia; D T Gibson
Journal:  J Biol Chem       Date:  1979-12-10       Impact factor: 5.157
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  2 in total

Review 1.  Detoxification of polycyclic aromatic hydrocarbons by fungi.

Authors:  J B Sutherland
Journal:  J Ind Microbiol       Date:  1992-01

2.  Hepatic dysfunction induced by 7, 12-dimethylbenz(α)anthracene and its obviation with erucin using enzymatic and histological changes as indicators.

Authors:  Rohit Arora; Sakshi Bhushan; Rakesh Kumar; Rahul Mannan; Pardeep Kaur; Amrit Pal Singh; Bikram Singh; Adarsh P Vig; Deepika Sharma; Saroj Arora
Journal:  PLoS One       Date:  2014-11-12       Impact factor: 3.240
  2 in total

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