Literature DB >> 6682032

In vivo metabolism of 3,2'-dimethyl-4-aminobiphenyl (DMAB) bearing on its organotropism in the Syrian golden hamster and the F344 rat.

M Nussbaum, E S Fiala, B Kulkarni, K El-Bayoumy, J H Weisburger.   

Abstract

The in vivo metabolism of tritiated DMAB was examined in male Syrian golden hamsters, which are susceptible to both urinary bladder and intestinal carcinogenesis by this agent and in male F344 rats in which intestinal tumors represent the main lesions. Evidence was obtained for the presence of the N-hydroxy-N-glucuronide of DMAB as a major metabolite in hamster urine and bile and in rat bile but not urine. The routes of excretion of this metabolite, which may represent a transport form of the ultimate carcinogen, correlate well with the main tumor sites in the two species. Other metabolites partially identified were the sulfates and glucuronides of C-hydroxylated DMAB and C-hydroxylated-N-acetyl DMAB.

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Year:  1983        PMID: 6682032      PMCID: PMC1569144          DOI: 10.1289/ehp.8349223

Source DB:  PubMed          Journal:  Environ Health Perspect        ISSN: 0091-6765            Impact factor:   9.031


  20 in total

1.  Bile and urine as complementary pathways for the excretion of foreign organic compounds.

Authors:  P C Hirom; P Millburn; R L Smith
Journal:  Xenobiotica       Date:  1976-01       Impact factor: 1.908

2.  Structure-mutagenicity relationships of N-oxidized derivatives of aniline, o-toluidine, 2'-methyl-4-aminobiphenyl, and 3,2'-dimethyl-4-aminobiphenyl.

Authors:  S S Hecht; K El-Bayoumy; L Tulley; E LaVoie
Journal:  J Med Chem       Date:  1979-08       Impact factor: 7.446

3.  Evidence for a glucuronic acid conjugate of N-hydroxy-4-aminobiphenyl in the urine of dogs given 4-aminobiphenyl.

Authors:  J L Radomski; A A Rey; E Brill
Journal:  Cancer Res       Date:  1973-06       Impact factor: 12.701

4.  Induction of hamster tumors of the urinary bladder by 3,2'-dimethyl-4-aminobiphenyl.

Authors:  B T So; E L Wynder
Journal:  J Natl Cancer Inst       Date:  1972-06       Impact factor: 13.506

5.  Experimental induction of tumors of the large bowel of rats. A review of the experience with 3-2' dimethyl-4-aminobiphenyl.

Authors:  H J Spjut; M W Noall
Journal:  Cancer       Date:  1971-07       Impact factor: 6.860

6.  Identification of the route of action of the carcinogen 3:2-dimethyl-4-aminobiphenyl in the induction of intestinal neoplasia.

Authors:  J C Cleveland; S F Litvak; J W Cole
Journal:  Cancer Res       Date:  1967-04       Impact factor: 12.701

7.  Effect of intestinal microflora on 2,2'-dimethyl-4-aminobiphenyl-induced carcinogenesis in F344 rats.

Authors:  B S Reddy; K Watanabe
Journal:  J Natl Cancer Inst       Date:  1978-11       Impact factor: 13.506

8.  Hepatic microsomal N-glucuronidation and nucleic acid binding of N-hydroxy arylamines in relation to urinary bladder carcinogenesis.

Authors:  F F Kadlubar; J A Miller; E C Miller
Journal:  Cancer Res       Date:  1977-03       Impact factor: 12.701

9.  Species variations in the threshold molecular-weight factor for the biliary excretion of organic anions.

Authors:  P C Hirom; P Millburn; R L Smith; R T Williams
Journal:  Biochem J       Date:  1972-10       Impact factor: 3.857

10.  Synthesis of the urinary glucuronic acid conjugate of N-hydroxy-4-aminobiphenyl.

Authors:  H R Moreno; J L Radomski
Journal:  Cancer Lett       Date:  1978-02       Impact factor: 8.679

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  6 in total

1.  Dose-dependent reduction of 3,2'-dimethyl-4-aminobiphenyl-derived DNA adducts in colon and liver of rats administered celecoxib.

Authors:  Srivani Ravoori; Yi Feng; Jason R Neale; Jeyaprakash Jeyabalan; Cidambi Srinivasan; David W Hein; Ramesh C Gupta
Journal:  Mutat Res       Date:  2007-09-14       Impact factor: 2.433

Review 2.  Metabolism and biomarkers of heterocyclic aromatic amines in molecular epidemiology studies: lessons learned from aromatic amines.

Authors:  Robert J Turesky; Loic Le Marchand
Journal:  Chem Res Toxicol       Date:  2011-06-20       Impact factor: 3.739

3.  Formation and persistence of arylamine DNA adducts in vivo.

Authors:  F A Beland; F F Kadlubar
Journal:  Environ Health Perspect       Date:  1985-10       Impact factor: 9.031

4.  DNA adducts in target and nontarget tissues of 3,2'-dimethyl-4-aminobiphenyl in rats.

Authors:  T Shirai; M Tada; M Kojima; R Hasegawa; T Masui; N Ito
Journal:  Environ Health Perspect       Date:  1994-10       Impact factor: 9.031

5.  3,2'-Dimethyl-4-aminobiphenyl-induced gallbladder carcinogenesis and effects of ethinyl estradiol in hamsters.

Authors:  R Hasegawa; K Ogawa; K Takaba; T Shirai; N Ito
Journal:  Jpn J Cancer Res       Date:  1992-12

6.  Histopathological analysis of invasive bladder carcinomas induced by 3,2'-dimethyl-4-aminobiphenyl in hamsters.

Authors:  L Cui; R Hasegawa; K Ogawa; Y Yamada; S Takahashi; T Shirai
Journal:  Jpn J Cancer Res       Date:  1996-01
  6 in total

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