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Pathobiologic and metabolic aspects of mammary gland tumorigenesis by N-substituted aryl compounds.
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MedLine Citation:
PMID:  6339224     Owner:  NLM     Status:  MEDLINE    
Metabolic or synthetic N-hydroxylation of N-arylamides yields N-arylacylhydroxamic acids considerably more carcinogenic for the rat mammary gland than the parent amides both by systemic and topical administration. The size of the aryl moiety, the position of the nitrogen relative to the aryl moiety and the type of acyl group are determinants of the carcinogenic potency of N-arylacylhydroxamic acids. Induction of mammary tumors required ovarian hormones. Receptors for estrogen, androgen and progesterone were shown in the N-hydroxy-N-2-fluorenylacetamide (N-OH-2-FAA)-induced mammary carcinoma. This tumor involved epithelial and stromal components of the mammary gland that were separated in culture and produced tumors of their respective origin in the isologous host. Both mammary epithelial cells and fibroblasts are capable of metabolism of carcinogens. The enzymes potentially involved in metabolic activation of N-arylamides and N-arylacylhydroxamic acids in the mammary gland include: a cytochrome P-450(P(1)-450) system, UDP-glucuronyltransferase, N,O-acyltransferases and peroxidases. Mammary microsomes in which cytochrome P(1)-450 was induced generated small amounts of N-OH-2-FAA from 2-FAA. N-OH-2-FAA and its carcinogenic isomer, N-OH-3-FAA, were oxidized by cytochrome c/H(2)O(2) to the nitroxyl free radicals which dismutated to the respective acetate esters and nitrosofluorenes. The addition of unsaturated lipid to either the free radicals or to the nitrosofluorenes gave electron spin resonance signals characteristic of immobilized radicals. It is proposed that interactions of carcinogens with lipids and with DNA play a role in mammary tumorigenesis.
D Malejka-Giganti; C L Ritter; C N Ryzewski
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S.; Review    
Journal Detail:
Title:  Environmental health perspectives     Volume:  49     ISSN:  0091-6765     ISO Abbreviation:  Environ. Health Perspect.     Publication Date:  1983 Mar 
Date Detail:
Created Date:  1983-05-05     Completed Date:  1983-05-05     Revised Date:  2009-11-18    
Medline Journal Info:
Nlm Unique ID:  0330411     Medline TA:  Environ Health Perspect     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  175-83     Citation Subset:  IM    
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MeSH Terms
Amines / metabolism,  toxicity*
Carcinogens / metabolism*
Lipid Metabolism
Mammary Glands, Animal / enzymology
Mammary Neoplasms, Experimental / chemically induced*,  metabolism,  pathology
Microsomes, Liver / metabolism
Mitochondria, Liver / metabolism
Mixed Function Oxygenases / metabolism*
Neoplasms, Hormone-Dependent / chemically induced
Oxidoreductases / metabolism*
Structure-Activity Relationship
Grant Support
Reg. No./Substance:
0/Amines; 0/Carcinogens; EC 1.-/Mixed Function Oxygenases; EC 1.-/Oxidoreductases

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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Journal Information
Journal ID (nlm-ta): Environ Health Perspect
ISSN: 0091-6765
Article Information
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Print publication date: Month: 03 Year: 1983
Volume: 49First Page: 175 Last Page: 183
ID: 1569135
PubMed Id: 6339224
PubMed Id: 6339224

Pathobiologic and metabolic aspects of mammary gland tumorigenesis by N-substituted aryl compounds
D. Malejka-Giganti
C. L. Ritter
C. N. Ryzewski

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