Effects of several dioxin-like compounds on estrogen metabolism in the malignant MCF-7 and nontumorigenic MCF-10A human mammary epithelial cell lines
In human breast tissue, estrone (E 1) and estradiol (E 2) are mainly hydroxylated by cytochrome P450 1A1 (CYP1A1) and 1B1 (CYP1B1) to 2-hydroxyestrogens (2-OHE 1/2) and 4-hydroxyestrogens (4-OHE 1/2), respectively. Several studies show that 4-OHE 1/2, but not 2-OHE 1/2, may act as a carcinogen and a...
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| Veröffentlicht in: | Toxicology and applied pharmacology 2003-08, Vol.190 (3), p.241-250 |
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| creator | van Duursen, Majorie B.M Sanderson, J.Thomas van der Bruggen, Marieke van der Linden, Jeroen van den Berg, Martin |
| description | In human breast tissue, estrone (E
1) and estradiol (E
2) are mainly hydroxylated by cytochrome P450 1A1 (CYP1A1) and 1B1 (CYP1B1) to 2-hydroxyestrogens (2-OHE
1/2) and 4-hydroxyestrogens (4-OHE
1/2), respectively. Several studies show that 4-OHE
1/2, but not 2-OHE
1/2, may act as a carcinogen and a high estrogen 4-/2-hydroxylation ratio appears to be a marker for the presence of neoplasms. In this study, we investigated the effects of several dioxin-like compounds on estrogen 2- and 4-hydroxylation in a malignant (MCF-7) and a nontumorigenic (MCF-10A) human mammary epithelial cell line. 2- and 4-methoxyestrogen (MeOE
1/2) formations were used as measures of the 2- and 4-hydroxylation pathways, respectively. 2,3,7,8-Tetrachlorodibenzo-
p-dioxin (TCDD), 2,3,4,7,8-pentachlorodibenzofuran (PCDF), 3,3′,4,4′,5-pentachlorobiphenyl (PCB 126), and 3,3′4,4′,5,5′-hexachlorobiphenyl (PCB 169) concentration dependently induced 2-MeOE
1/2 formation and ethoxyresorufin-
O-deethylation (EROD) activity through induced CYP1A1 expression in MCF-7 and MCF-10A cells. 2,3′,4,4′,5-pentachlorobiphenyl (PCB 118) had no such effect. Effects on CYP1B1 expression and 4-MeOE
1/2 formation were less pronounced; only TCDD caused an induction, whereas PCB 169 was a potent and selective inhibitor of 4-MeOE
1/2 formation (IC
50 0.7 and 2.2 nM PCB 169 in MCF-7 and MCF-10A cells, respectively). MCF-10A cells were less responsive toward dioxin-like compounds and the apparent EC
50 values for CYP1A1 and CYP1B1 induction in this study were 10–100 fold higher than in MCF-7 cells. The constitutive 4-/2-MeOE
1/2 ratios were 2.99 ± 0.78 and 0.93 ± 0.40 in MCF-7 and MCF-10A, respectively. Incubation with dioxin-like compounds resulted in a concentration-dependent decrease in the 4-/2-MeOE
1/2 ratio, but an increase in potentially carcinogenic estrogen metabolites in both MCF-7 and MCF-10A cells. This indicates that even though the 4-/2-OHE
1/2 ratio may be used as indicator for the presence of neoplasms, it is readily lowered by dioxin-like compounds and its value as a prognostic parameter for cancer risk should be further examined. |
| doi_str_mv | 10.1016/S0041-008X(03)00166-2 |
| format | Article |
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1) and estradiol (E
2) are mainly hydroxylated by cytochrome P450 1A1 (CYP1A1) and 1B1 (CYP1B1) to 2-hydroxyestrogens (2-OHE
1/2) and 4-hydroxyestrogens (4-OHE
1/2), respectively. Several studies show that 4-OHE
1/2, but not 2-OHE
1/2, may act as a carcinogen and a high estrogen 4-/2-hydroxylation ratio appears to be a marker for the presence of neoplasms. In this study, we investigated the effects of several dioxin-like compounds on estrogen 2- and 4-hydroxylation in a malignant (MCF-7) and a nontumorigenic (MCF-10A) human mammary epithelial cell line. 2- and 4-methoxyestrogen (MeOE
1/2) formations were used as measures of the 2- and 4-hydroxylation pathways, respectively. 2,3,7,8-Tetrachlorodibenzo-
p-dioxin (TCDD), 2,3,4,7,8-pentachlorodibenzofuran (PCDF), 3,3′,4,4′,5-pentachlorobiphenyl (PCB 126), and 3,3′4,4′,5,5′-hexachlorobiphenyl (PCB 169) concentration dependently induced 2-MeOE
1/2 formation and ethoxyresorufin-
O-deethylation (EROD) activity through induced CYP1A1 expression in MCF-7 and MCF-10A cells. 2,3′,4,4′,5-pentachlorobiphenyl (PCB 118) had no such effect. Effects on CYP1B1 expression and 4-MeOE
1/2 formation were less pronounced; only TCDD caused an induction, whereas PCB 169 was a potent and selective inhibitor of 4-MeOE
1/2 formation (IC
50 0.7 and 2.2 nM PCB 169 in MCF-7 and MCF-10A cells, respectively). MCF-10A cells were less responsive toward dioxin-like compounds and the apparent EC
50 values for CYP1A1 and CYP1B1 induction in this study were 10–100 fold higher than in MCF-7 cells. The constitutive 4-/2-MeOE
1/2 ratios were 2.99 ± 0.78 and 0.93 ± 0.40 in MCF-7 and MCF-10A, respectively. Incubation with dioxin-like compounds resulted in a concentration-dependent decrease in the 4-/2-MeOE
1/2 ratio, but an increase in potentially carcinogenic estrogen metabolites in both MCF-7 and MCF-10A cells. This indicates that even though the 4-/2-OHE
1/2 ratio may be used as indicator for the presence of neoplasms, it is readily lowered by dioxin-like compounds and its value as a prognostic parameter for cancer risk should be further examined.</description><identifier>ISSN: 0041-008X</identifier><identifier>EISSN: 1096-0333</identifier><identifier>DOI: 10.1016/S0041-008X(03)00166-2</identifier><identifier>PMID: 12902195</identifier><identifier>CODEN: TXAPA9</identifier><language>eng</language><publisher>San Diego, CA: Elsevier Inc</publisher><subject>2-Methoxyestradiol ; Aryl Hydrocarbon Hydroxylases - metabolism ; Benzofurans - toxicity ; Biological and medical sciences ; Biomarkers, Tumor - metabolism ; Breast - drug effects ; Breast - enzymology ; Breast - pathology ; Breast Neoplasms - enzymology ; Breast Neoplasms - pathology ; Catechol estrogens ; Cell Line - drug effects ; Cell Line - enzymology ; Cell Survival - drug effects ; Chemical and industrial products toxicology. Toxic occupational diseases ; Cytochrome P-450 CYP1A1 - metabolism ; Cytochrome P-450 CYP1B1 ; Dioxin-like compounds ; Dioxins - toxicity ; Dose-Response Relationship, Drug ; Epithelial Cells - drug effects ; Epithelial Cells - enzymology ; Epithelial Cells - pathology ; Estradiol - analogs & derivatives ; Estradiol - metabolism ; Estrogen metabolism ; Female ; Humans ; MCF-10A ; MCF-7 ; Medical sciences ; PCBs ; Polychlorinated biphenyls ; Polychlorinated Biphenyls - toxicity ; Polychlorinated Dibenzodioxins - toxicity ; Toxicology ; Various organic compounds</subject><ispartof>Toxicology and applied pharmacology, 2003-08, Vol.190 (3), p.241-250</ispartof><rights>2003 Elsevier Science (USA)</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c422t-1bb159f4b975272f443832a0fd9bcc3dae7c12975121b3f913783c4c0c93219d3</citedby><cites>FETCH-LOGICAL-c422t-1bb159f4b975272f443832a0fd9bcc3dae7c12975121b3f913783c4c0c93219d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0041008X03001662$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15043689$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12902195$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>van Duursen, Majorie B.M</creatorcontrib><creatorcontrib>Sanderson, J.Thomas</creatorcontrib><creatorcontrib>van der Bruggen, Marieke</creatorcontrib><creatorcontrib>van der Linden, Jeroen</creatorcontrib><creatorcontrib>van den Berg, Martin</creatorcontrib><title>Effects of several dioxin-like compounds on estrogen metabolism in the malignant MCF-7 and nontumorigenic MCF-10A human mammary epithelial cell lines</title><title>Toxicology and applied pharmacology</title><addtitle>Toxicol Appl Pharmacol</addtitle><description>In human breast tissue, estrone (E
1) and estradiol (E
2) are mainly hydroxylated by cytochrome P450 1A1 (CYP1A1) and 1B1 (CYP1B1) to 2-hydroxyestrogens (2-OHE
1/2) and 4-hydroxyestrogens (4-OHE
1/2), respectively. Several studies show that 4-OHE
1/2, but not 2-OHE
1/2, may act as a carcinogen and a high estrogen 4-/2-hydroxylation ratio appears to be a marker for the presence of neoplasms. In this study, we investigated the effects of several dioxin-like compounds on estrogen 2- and 4-hydroxylation in a malignant (MCF-7) and a nontumorigenic (MCF-10A) human mammary epithelial cell line. 2- and 4-methoxyestrogen (MeOE
1/2) formations were used as measures of the 2- and 4-hydroxylation pathways, respectively. 2,3,7,8-Tetrachlorodibenzo-
p-dioxin (TCDD), 2,3,4,7,8-pentachlorodibenzofuran (PCDF), 3,3′,4,4′,5-pentachlorobiphenyl (PCB 126), and 3,3′4,4′,5,5′-hexachlorobiphenyl (PCB 169) concentration dependently induced 2-MeOE
1/2 formation and ethoxyresorufin-
O-deethylation (EROD) activity through induced CYP1A1 expression in MCF-7 and MCF-10A cells. 2,3′,4,4′,5-pentachlorobiphenyl (PCB 118) had no such effect. Effects on CYP1B1 expression and 4-MeOE
1/2 formation were less pronounced; only TCDD caused an induction, whereas PCB 169 was a potent and selective inhibitor of 4-MeOE
1/2 formation (IC
50 0.7 and 2.2 nM PCB 169 in MCF-7 and MCF-10A cells, respectively). MCF-10A cells were less responsive toward dioxin-like compounds and the apparent EC
50 values for CYP1A1 and CYP1B1 induction in this study were 10–100 fold higher than in MCF-7 cells. The constitutive 4-/2-MeOE
1/2 ratios were 2.99 ± 0.78 and 0.93 ± 0.40 in MCF-7 and MCF-10A, respectively. Incubation with dioxin-like compounds resulted in a concentration-dependent decrease in the 4-/2-MeOE
1/2 ratio, but an increase in potentially carcinogenic estrogen metabolites in both MCF-7 and MCF-10A cells. This indicates that even though the 4-/2-OHE
1/2 ratio may be used as indicator for the presence of neoplasms, it is readily lowered by dioxin-like compounds and its value as a prognostic parameter for cancer risk should be further examined.</description><subject>2-Methoxyestradiol</subject><subject>Aryl Hydrocarbon Hydroxylases - metabolism</subject><subject>Benzofurans - toxicity</subject><subject>Biological and medical sciences</subject><subject>Biomarkers, Tumor - metabolism</subject><subject>Breast - drug effects</subject><subject>Breast - enzymology</subject><subject>Breast - pathology</subject><subject>Breast Neoplasms - enzymology</subject><subject>Breast Neoplasms - pathology</subject><subject>Catechol estrogens</subject><subject>Cell Line - drug effects</subject><subject>Cell Line - enzymology</subject><subject>Cell Survival - drug effects</subject><subject>Chemical and industrial products toxicology. Toxic occupational diseases</subject><subject>Cytochrome P-450 CYP1A1 - metabolism</subject><subject>Cytochrome P-450 CYP1B1</subject><subject>Dioxin-like compounds</subject><subject>Dioxins - toxicity</subject><subject>Dose-Response Relationship, Drug</subject><subject>Epithelial Cells - drug effects</subject><subject>Epithelial Cells - enzymology</subject><subject>Epithelial Cells - pathology</subject><subject>Estradiol - analogs & derivatives</subject><subject>Estradiol - metabolism</subject><subject>Estrogen metabolism</subject><subject>Female</subject><subject>Humans</subject><subject>MCF-10A</subject><subject>MCF-7</subject><subject>Medical sciences</subject><subject>PCBs</subject><subject>Polychlorinated biphenyls</subject><subject>Polychlorinated Biphenyls - toxicity</subject><subject>Polychlorinated Dibenzodioxins - toxicity</subject><subject>Toxicology</subject><subject>Various organic compounds</subject><issn>0041-008X</issn><issn>1096-0333</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc1u1TAQhS0EopfCI4C8AcEiMLaTm3iFqqu2IBWxACR2luOMW4N_LnZSwYPwvvX9EV2ysjT-zsyZOYQ8Z_CWAVu_-wLQsgZg-P4axBuopXXDH5AVA7luQAjxkKz-ISfkSSk_AEC2LXtMThiXwJnsVuTvubVo5kKTpQVvMWtPJ5d-u9h49xOpSWGbljhVIFIsc07XGGnAWY_JuxKoi3S-QRq0d9dRx5l-2lw0PdVxojHFeQkpuypxZv_B4IzeLEHXFjoEnf9Q3Lqq967ONeg99S5ieUoeWe0LPju-p-TbxfnXzYfm6vPlx83ZVWNazueGjSPrpG1H2Xe857ZtxSC4BjvJ0RgxaexNXbXvGGejsJKJfhCmNWCkqOtP4pS8OvTd5vRrqeup4MrOho6YlqLYMPB2GGQFuwNociolo1Xb7Hb-FQO1y0Pt81C7YysQap-H4lX34jhgGQNO96pjABV4eQR0MdrbrKNx5Z7roBXrvYH3Bw7rOW4dZlWMw2hwcrnmp6bk_mPlDuT_qFE</recordid><startdate>20030801</startdate><enddate>20030801</enddate><creator>van Duursen, Majorie B.M</creator><creator>Sanderson, J.Thomas</creator><creator>van der Bruggen, Marieke</creator><creator>van der Linden, Jeroen</creator><creator>van den Berg, Martin</creator><general>Elsevier Inc</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U7</scope><scope>C1K</scope></search><sort><creationdate>20030801</creationdate><title>Effects of several dioxin-like compounds on estrogen metabolism in the malignant MCF-7 and nontumorigenic MCF-10A human mammary epithelial cell lines</title><author>van Duursen, Majorie B.M ; Sanderson, J.Thomas ; van der Bruggen, Marieke ; van der Linden, Jeroen ; van den Berg, Martin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c422t-1bb159f4b975272f443832a0fd9bcc3dae7c12975121b3f913783c4c0c93219d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>2-Methoxyestradiol</topic><topic>Aryl Hydrocarbon Hydroxylases - metabolism</topic><topic>Benzofurans - toxicity</topic><topic>Biological and medical sciences</topic><topic>Biomarkers, Tumor - metabolism</topic><topic>Breast - drug effects</topic><topic>Breast - enzymology</topic><topic>Breast - pathology</topic><topic>Breast Neoplasms - enzymology</topic><topic>Breast Neoplasms - pathology</topic><topic>Catechol estrogens</topic><topic>Cell Line - drug effects</topic><topic>Cell Line - enzymology</topic><topic>Cell Survival - drug effects</topic><topic>Chemical and industrial products toxicology. Toxic occupational diseases</topic><topic>Cytochrome P-450 CYP1A1 - metabolism</topic><topic>Cytochrome P-450 CYP1B1</topic><topic>Dioxin-like compounds</topic><topic>Dioxins - toxicity</topic><topic>Dose-Response Relationship, Drug</topic><topic>Epithelial Cells - drug effects</topic><topic>Epithelial Cells - enzymology</topic><topic>Epithelial Cells - pathology</topic><topic>Estradiol - analogs & derivatives</topic><topic>Estradiol - metabolism</topic><topic>Estrogen metabolism</topic><topic>Female</topic><topic>Humans</topic><topic>MCF-10A</topic><topic>MCF-7</topic><topic>Medical sciences</topic><topic>PCBs</topic><topic>Polychlorinated biphenyls</topic><topic>Polychlorinated Biphenyls - toxicity</topic><topic>Polychlorinated Dibenzodioxins - toxicity</topic><topic>Toxicology</topic><topic>Various organic compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>van Duursen, Majorie B.M</creatorcontrib><creatorcontrib>Sanderson, J.Thomas</creatorcontrib><creatorcontrib>van der Bruggen, Marieke</creatorcontrib><creatorcontrib>van der Linden, Jeroen</creatorcontrib><creatorcontrib>van den Berg, Martin</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Toxicology Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><jtitle>Toxicology and applied pharmacology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>van Duursen, Majorie B.M</au><au>Sanderson, J.Thomas</au><au>van der Bruggen, Marieke</au><au>van der Linden, Jeroen</au><au>van den Berg, Martin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Effects of several dioxin-like compounds on estrogen metabolism in the malignant MCF-7 and nontumorigenic MCF-10A human mammary epithelial cell lines</atitle><jtitle>Toxicology and applied pharmacology</jtitle><addtitle>Toxicol Appl Pharmacol</addtitle><date>2003-08-01</date><risdate>2003</risdate><volume>190</volume><issue>3</issue><spage>241</spage><epage>250</epage><pages>241-250</pages><issn>0041-008X</issn><eissn>1096-0333</eissn><coden>TXAPA9</coden><abstract>In human breast tissue, estrone (E
1) and estradiol (E
2) are mainly hydroxylated by cytochrome P450 1A1 (CYP1A1) and 1B1 (CYP1B1) to 2-hydroxyestrogens (2-OHE
1/2) and 4-hydroxyestrogens (4-OHE
1/2), respectively. Several studies show that 4-OHE
1/2, but not 2-OHE
1/2, may act as a carcinogen and a high estrogen 4-/2-hydroxylation ratio appears to be a marker for the presence of neoplasms. In this study, we investigated the effects of several dioxin-like compounds on estrogen 2- and 4-hydroxylation in a malignant (MCF-7) and a nontumorigenic (MCF-10A) human mammary epithelial cell line. 2- and 4-methoxyestrogen (MeOE
1/2) formations were used as measures of the 2- and 4-hydroxylation pathways, respectively. 2,3,7,8-Tetrachlorodibenzo-
p-dioxin (TCDD), 2,3,4,7,8-pentachlorodibenzofuran (PCDF), 3,3′,4,4′,5-pentachlorobiphenyl (PCB 126), and 3,3′4,4′,5,5′-hexachlorobiphenyl (PCB 169) concentration dependently induced 2-MeOE
1/2 formation and ethoxyresorufin-
O-deethylation (EROD) activity through induced CYP1A1 expression in MCF-7 and MCF-10A cells. 2,3′,4,4′,5-pentachlorobiphenyl (PCB 118) had no such effect. Effects on CYP1B1 expression and 4-MeOE
1/2 formation were less pronounced; only TCDD caused an induction, whereas PCB 169 was a potent and selective inhibitor of 4-MeOE
1/2 formation (IC
50 0.7 and 2.2 nM PCB 169 in MCF-7 and MCF-10A cells, respectively). MCF-10A cells were less responsive toward dioxin-like compounds and the apparent EC
50 values for CYP1A1 and CYP1B1 induction in this study were 10–100 fold higher than in MCF-7 cells. The constitutive 4-/2-MeOE
1/2 ratios were 2.99 ± 0.78 and 0.93 ± 0.40 in MCF-7 and MCF-10A, respectively. Incubation with dioxin-like compounds resulted in a concentration-dependent decrease in the 4-/2-MeOE
1/2 ratio, but an increase in potentially carcinogenic estrogen metabolites in both MCF-7 and MCF-10A cells. This indicates that even though the 4-/2-OHE
1/2 ratio may be used as indicator for the presence of neoplasms, it is readily lowered by dioxin-like compounds and its value as a prognostic parameter for cancer risk should be further examined.</abstract><cop>San Diego, CA</cop><pub>Elsevier Inc</pub><pmid>12902195</pmid><doi>10.1016/S0041-008X(03)00166-2</doi><tpages>10</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0041-008X |
| ispartof | Toxicology and applied pharmacology, 2003-08, Vol.190 (3), p.241-250 |
| issn | 0041-008X 1096-0333 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_18824889 |
| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | 2-Methoxyestradiol Aryl Hydrocarbon Hydroxylases - metabolism Benzofurans - toxicity Biological and medical sciences Biomarkers, Tumor - metabolism Breast - drug effects Breast - enzymology Breast - pathology Breast Neoplasms - enzymology Breast Neoplasms - pathology Catechol estrogens Cell Line - drug effects Cell Line - enzymology Cell Survival - drug effects Chemical and industrial products toxicology. Toxic occupational diseases Cytochrome P-450 CYP1A1 - metabolism Cytochrome P-450 CYP1B1 Dioxin-like compounds Dioxins - toxicity Dose-Response Relationship, Drug Epithelial Cells - drug effects Epithelial Cells - enzymology Epithelial Cells - pathology Estradiol - analogs & derivatives Estradiol - metabolism Estrogen metabolism Female Humans MCF-10A MCF-7 Medical sciences PCBs Polychlorinated biphenyls Polychlorinated Biphenyls - toxicity Polychlorinated Dibenzodioxins - toxicity Toxicology Various organic compounds |
| title | Effects of several dioxin-like compounds on estrogen metabolism in the malignant MCF-7 and nontumorigenic MCF-10A human mammary epithelial cell lines |
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