Source:http://linkedlifedata.com/resource/pubmed/id/15863696
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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
8
|
| pubmed:dateCreated |
2005-7-28
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| pubmed:abstractText |
When chalcone and trans-4-phenyl-3-buten-2-one (PBO) were incubated with liver microsomes of untreated rats in the presence of NADPH, 4-hydroxychalcone and trans-4-(4-hydroxyphenyl)-3-buten-2-one (4-OH-PBO), respectively, were formed as major metabolites. Two minor metabolites of chalcone, 4'-hydroxychalcone and 2-hydroxychalcone, were also observed. The oxidase activity affording 4-hydroxychalcone was inhibited by SKF 525-A, disulfiram, ketoconazole, and alpha-naphthoflavone. The oxidase activities leading to 4-hydroxychalcone and 4'-hydroxychalcone were enhanced in liver microsomes of 3-methylcholanthrene- and phenobarbital-treated rats, respectively. The activity generating 2-hydroxychalcone was enhanced in liver microsomes of 3-methylcholanthrene- and dexamethasone-treated rats. The oxidation of PBO to 4-OH-PBO was inhibited by SKF 525-A, ketoconazole, disulfiram, and sulfaphenazole. This activity was enhanced in liver microsomes of 3-methylcholanthrene-, acetone- and phenobarbital-treated rats. 4-Hydroxylation, 4'-hydroxylation, and 2-hydroxylation of chalcone were catalyzed by rat recombinant cytochrome P450 1A1, 1A2, and 2C6; by 1A1 and 2C6; and by 1A1 and 3A1, respectively. PBO was oxidized by cytochrome P450 1A1, 1A2, 2C6, and 2E1. Chalcone and PBO were negative in an estrogen reporter assay using estrogen-responsive human breast cancer cell line MCF-7. However, 4-hydroxychalcone, 2-hydroxychalcone, 4'-hydroxychalcone, and 4-OH-PBO exhibited estrogenic activity.
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| pubmed:language |
eng
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| pubmed:journal | |
| pubmed:citationSubset |
IM
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| pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Butanones,
http://linkedlifedata.com/resource/pubmed/chemical/Chalcone,
http://linkedlifedata.com/resource/pubmed/chemical/Cytochrome P-450 Enzyme System,
http://linkedlifedata.com/resource/pubmed/chemical/Estrogens,
http://linkedlifedata.com/resource/pubmed/chemical/Isoenzymes,
http://linkedlifedata.com/resource/pubmed/chemical/Ketoconazole,
http://linkedlifedata.com/resource/pubmed/chemical/Luciferases,
http://linkedlifedata.com/resource/pubmed/chemical/Proadifen,
http://linkedlifedata.com/resource/pubmed/chemical/benzylideneacetone
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| pubmed:status |
MEDLINE
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| pubmed:month |
Aug
|
| pubmed:issn |
0090-9556
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| pubmed:author | |
| pubmed:issnType |
Print
|
| pubmed:volume |
33
|
| pubmed:owner |
NLM
|
| pubmed:authorsComplete |
Y
|
| pubmed:pagination |
1115-23
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| pubmed:dateRevised |
2006-11-15
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| pubmed:meshHeading |
pubmed-meshheading:15863696-Animals,
pubmed-meshheading:15863696-Biotransformation,
pubmed-meshheading:15863696-Butanones,
pubmed-meshheading:15863696-Cell Line, Tumor,
pubmed-meshheading:15863696-Chalcone,
pubmed-meshheading:15863696-Cytochrome P-450 Enzyme System,
pubmed-meshheading:15863696-Enzyme Induction,
pubmed-meshheading:15863696-Estrogens,
pubmed-meshheading:15863696-Gene Expression Regulation,
pubmed-meshheading:15863696-Genes, Reporter,
pubmed-meshheading:15863696-Humans,
pubmed-meshheading:15863696-Isoenzymes,
pubmed-meshheading:15863696-Ketoconazole,
pubmed-meshheading:15863696-Liver,
pubmed-meshheading:15863696-Luciferases,
pubmed-meshheading:15863696-Male,
pubmed-meshheading:15863696-Microsomes, Liver,
pubmed-meshheading:15863696-Proadifen,
pubmed-meshheading:15863696-Rats,
pubmed-meshheading:15863696-Rats, Sprague-Dawley,
pubmed-meshheading:15863696-Response Elements,
pubmed-meshheading:15863696-Transfection
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| pubmed:year |
2005
|
| pubmed:articleTitle |
Metabolism of the alpha,beta-unsaturated ketones, chalcone and trans-4-phenyl-3-buten-2-one, by rat liver microsomes and estrogenic activity of the metabolites.
|
| pubmed:affiliation |
Graduate School of Biomedical Sciences, Hiroshima University, Kasumi 1-2-3, Minami-ku, Hiroshima 734-8551, Japan.
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| pubmed:publicationType |
Journal Article,
In Vitro,
Research Support, Non-U.S. Gov't
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