15907334

Source:http://linkedlifedata.com/resource/pubmed/id/15907334

Download in:

Switch to

Custom View

Named Graph Language Inference

Statements in which the resource exists as a subject.
Predicate	Object
rdf:type	pubmed:Citation
lifeskim:mentions	umls-concept:C0003805, umls-concept:C0007284, umls-concept:C0024554, umls-concept:C0033268, umls-concept:C0042896, umls-concept:C0086418, umls-concept:C0206686, umls-concept:C0227525, umls-concept:C0328038, umls-concept:C0441655, umls-concept:C1280500, umls-concept:C1518174
pubmed:issue	2
pubmed:dateCreated	2005-11-18
pubmed:abstractText	The present study investigated the effects of the known xenoestrogen bisphenol A (BPA) relative to eight BPA-related diphenylalkanes on estrogen receptor (ER)-mediated vitellogenin (vtg) production in hepatocytes from male carp (Cyprinus carpio), and on aromatase (CYP19) activity in the human adrenocortical H295R carcinoma cell line. Of the eight diphenylalkanes, only 4,4'-(hexafluoropropylidene)diphenol (BHF) and 2,2'-bis(4-hydroxy-3-methylphenyl)propane (BPRO) induced vtg, i.e., to a maximum of 3% to 4% (at 100 microM) compared with 8% for BPA relative to the maximum induction by 17beta-estradiol (E2, 1 microM). Bisphenol A diglycidyl ether (BADGE) was a potent antagonist of vtg production with an IC50 of 5.5 microM, virtually 100% inhibition of vtg at 20 microM, and an inhibitive (IC50) potency about one-tenth that of the known ER antagonist tamoxifen (IC50, 0.6 microM). 2,2'-Diallyl bisphenol A, 4,4'-(1,4-phenylene-diisopropylidene)bisphenol, BPRO, and BHF were much less inhibitory with IC50 concentrations of 20-70 microM, and relative potencies of 0.03 and 0.009 with tamoxifen. Bisphenol ethoxylate showed no anti-estrogenicity (up to 100 microM), and 4,4'-isopropylidene-diphenol diacetate was only antagonistic at 100 microM. When comparing the (anti)estrogenic potencies of these bisphenol A analogues/diphenylalkanes, anti-estrogenicity occurred at lower concentrations than estrogenicity. 4,4'-Isopropylidenebis(2,6-dimethylphenol) (IC50, 2.0 microM) reduced E2-induced (EC50, 100 nM) vtg production due to concentration-dependent cytotoxicity as indicated by a parallel decrease in MTT activity and vtg, whereas the remaining diphenylalkanes did not cause any cytotoxicity relative to controls. None of the diphenylalkanes (up to 100 microM) induced EROD activity indicating that concentration-dependent, CYP1A enzyme-mediated metabolism of E2, or any Ah-receptor-mediated interaction with the ER, was not a likely explanation for the observed anti-estrogenic effects. At concentrations as great as 100 microM, none of the diphenylalkanes directly inhibited aromatase (CYP19) activity in H295R cells. Environmental exposure of fish to BPA and related diphenylalkanes, depending on the structure, may pose anti-estrogenic, and to a lesser extent estrogenic, risks to development and reproduction.
pubmed:language	eng
pubmed:journal	http://linkedlifedata.com/resource/pubmed/journal/0416575
pubmed:citationSubset	IM
pubmed:chemical	http://linkedlifedata.com/resource/pubmed/chemical/Alkanes, http://linkedlifedata.com/resource/pubmed/chemical/Aromatase, http://linkedlifedata.com/resource/pubmed/chemical/Aromatase Inhibitors, http://linkedlifedata.com/resource/pubmed/chemical/Biphenyl Compounds, http://linkedlifedata.com/resource/pubmed/chemical/Cytochrome P-450 CYP1A1, http://linkedlifedata.com/resource/pubmed/chemical/Estradiol, http://linkedlifedata.com/resource/pubmed/chemical/Estrogen Receptor Modulators, http://linkedlifedata.com/resource/pubmed/chemical/Estrogens, Non-Steroidal, http://linkedlifedata.com/resource/pubmed/chemical/Phenols, http://linkedlifedata.com/resource/pubmed/chemical/Receptors, Aryl Hydrocarbon, http://linkedlifedata.com/resource/pubmed/chemical/Receptors, Estrogen, http://linkedlifedata.com/resource/pubmed/chemical/Tamoxifen, http://linkedlifedata.com/resource/pubmed/chemical/Vitellogenins, http://linkedlifedata.com/resource/pubmed/chemical/bisphenol A
pubmed:status	MEDLINE
pubmed:month	Dec
pubmed:issn	0041-008X
pubmed:author	pubmed-author:BokkersAbrahamA, pubmed-author:GiesyJohn PJP, pubmed-author:LetcherRobert JRJ, pubmed-author:SandersonJ ThomasJT, pubmed-author:van den BergMartinM
pubmed:issnType	Print
pubmed:day	1
pubmed:volume	209
pubmed:owner	NLM
pubmed:authorsComplete	Y
pubmed:pagination	95-104
pubmed:dateRevised	2006-11-15
pubmed:meshHeading	pubmed-meshheading:15907334-Adrenocortical Carcinoma, pubmed-meshheading:15907334-Alkanes, pubmed-meshheading:15907334-Animals, pubmed-meshheading:15907334-Aromatase, pubmed-meshheading:15907334-Aromatase Inhibitors, pubmed-meshheading:15907334-Biphenyl Compounds, pubmed-meshheading:15907334-Carps, pubmed-meshheading:15907334-Cell Line, Tumor, pubmed-meshheading:15907334-Cytochrome P-450 CYP1A1, pubmed-meshheading:15907334-Estradiol, pubmed-meshheading:15907334-Estrogen Receptor Modulators, pubmed-meshheading:15907334-Estrogens, Non-Steroidal, pubmed-meshheading:15907334-Hepatocytes, pubmed-meshheading:15907334-Humans, pubmed-meshheading:15907334-Inhibitory Concentration 50, pubmed-meshheading:15907334-Male, pubmed-meshheading:15907334-Phenols, pubmed-meshheading:15907334-Receptors, Aryl Hydrocarbon, pubmed-meshheading:15907334-Receptors, Estrogen, pubmed-meshheading:15907334-Tamoxifen, pubmed-meshheading:15907334-Vitellogenins
pubmed:year	2005
pubmed:articleTitle	Effects of bisphenol A-related diphenylalkanes on vitellogenin production in male carp (Cyprinus carpio) hepatocytes and aromatase (CYP19) activity in human H295R adrenocortical carcinoma cells.
pubmed:affiliation	National Wildlife Research Centre, Canadian Wildlife Service, Environment Canada, Ottawa, Ontario, Canada K1A 0H3. robert.letcher@ec.gc.ca
pubmed:publicationType	Journal Article, Research Support, Non-U.S. Gov't