Some OH-PCBs are more potent inhibitors of aromatase activity and (anti-) glucocorticoids than non-dioxin like (NDL)-PCBs and MeSO2-PCBs
► We investigated the effects of NDL-PCBs and their metabolites on aromatase activity and glucocorticoid receptor. ► Most NDL-PCBs and MeSO2-PCBs had no effect or were mild aromatase activity inhibitors and (anti-) glucocorticoids. ► The tested OH-PCBs were stronger aromatase activity inhibitors and...
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| Veröffentlicht in: | Toxicology letters 2011-10, Vol.206 (2), p.158-165 |
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| creator | Antunes-Fernandes, Elsa C. Bovee, Toine F.H. Daamen, Frieda E.J. Helsdingen, Richard J. van den Berg, Martin van Duursen, Majorie B.M. |
| description | ► We investigated the effects of NDL-PCBs and their metabolites on aromatase activity and glucocorticoid receptor. ► Most NDL-PCBs and MeSO2-PCBs had no effect or were mild aromatase activity inhibitors and (anti-) glucocorticoids. ► The tested OH-PCBs were stronger aromatase activity inhibitors and (anti-) glucocorticoid than the tested NDL-PCBs or MeSO2-PCBs.
Traditional risk assessment of potential endocrine-disruptive pollutants, including PCBs, focus mainly on the effects of parent compounds. Still, biotransformation results in systemic exposure to PCBs and their bioactive metabolites. In the present paper, the effects of twenty ultra-pure non-dioxin-like (NDL) PCBs and their environmentally relevant hydroxy- (OH-) and methylsulfonyl- (MeSO2-) metabolites on aromatase activity and their glucocorticoid properties were investigated.
Although most NDL-PCBs were inactive, PCB28 inhibited aromatase activity in human placenta microsomes with an IC50 of 2.2μM. Most of these NDL-PCBs were weak (ant-)agonist of the glucocorticoid receptor (GR). Interestingly, four OH-metabolites of the commonly found NDL-PCB180 were able to inhibit aromatase activity (LOECs in the low μM range) and showed anti-glucocorticoid properties (LOECs in the low nM range), in a concentration-dependent manner. Further, four MeSO2-PCBs slightly inhibited aromatase activity and showed anti-glucocorticoid properties. Although, these effects were also associated with cytotoxicity, they were dependent on the position of the MeSO2-group on the biphenyl ring.
Our results are the first to show that OH-PCBs are both anti-glucocorticoids and aromatase inhibitors. Taken together, these results for PCBs again support the common idea that risk assessment of the endocrine disruptive potential of PCBs should also include their metabolites. |
| doi_str_mv | 10.1016/j.toxlet.2011.07.008 |
| format | Article |
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Traditional risk assessment of potential endocrine-disruptive pollutants, including PCBs, focus mainly on the effects of parent compounds. Still, biotransformation results in systemic exposure to PCBs and their bioactive metabolites. In the present paper, the effects of twenty ultra-pure non-dioxin-like (NDL) PCBs and their environmentally relevant hydroxy- (OH-) and methylsulfonyl- (MeSO2-) metabolites on aromatase activity and their glucocorticoid properties were investigated.
Although most NDL-PCBs were inactive, PCB28 inhibited aromatase activity in human placenta microsomes with an IC50 of 2.2μM. Most of these NDL-PCBs were weak (ant-)agonist of the glucocorticoid receptor (GR). Interestingly, four OH-metabolites of the commonly found NDL-PCB180 were able to inhibit aromatase activity (LOECs in the low μM range) and showed anti-glucocorticoid properties (LOECs in the low nM range), in a concentration-dependent manner. Further, four MeSO2-PCBs slightly inhibited aromatase activity and showed anti-glucocorticoid properties. Although, these effects were also associated with cytotoxicity, they were dependent on the position of the MeSO2-group on the biphenyl ring.
Our results are the first to show that OH-PCBs are both anti-glucocorticoids and aromatase inhibitors. Taken together, these results for PCBs again support the common idea that risk assessment of the endocrine disruptive potential of PCBs should also include their metabolites.</description><identifier>ISSN: 0378-4274</identifier><identifier>EISSN: 1879-3169</identifier><identifier>DOI: 10.1016/j.toxlet.2011.07.008</identifier><identifier>PMID: 21782008</identifier><identifier>CODEN: TOLED5</identifier><language>eng</language><publisher>Shannon: Elsevier Ireland Ltd</publisher><subject>Aromatase - biosynthesis ; Aromatase - chemistry ; Aromatase activity ; Aromatase Inhibitors - chemistry ; Aromatase Inhibitors - metabolism ; Aromatase Inhibitors - toxicity ; Biological and medical sciences ; Cell Line ; Cell Survival - drug effects ; Chemical and industrial products toxicology. Toxic occupational diseases ; Endocrine Disruptors - chemistry ; Endocrine Disruptors - metabolism ; Endocrine Disruptors - toxicity ; Enzyme Induction - drug effects ; Female ; Genes, Reporter - drug effects ; Glucocorticoid receptor ; Human risk assessment ; Humans ; Hydroxy-metabolite ; Hydroxylation ; Medical sciences ; Mesylates - chemistry ; Mesylates - toxicity ; Methylsulfonyl-metabolite ; Microsomes - enzymology ; Non-dioxin-like PCBs ; Osmolar Concentration ; Placenta - enzymology ; Polychlorinated Biphenyls - chemistry ; Polychlorinated Biphenyls - metabolism ; Polychlorinated Biphenyls - toxicity ; Pregnancy ; Pregnancy Proteins - antagonists & inhibitors ; Receptors, Glucocorticoid - agonists ; Receptors, Glucocorticoid - antagonists & inhibitors ; Receptors, Glucocorticoid - genetics ; Receptors, Glucocorticoid - metabolism ; Recombinant Fusion Proteins - agonists ; Recombinant Fusion Proteins - antagonists & inhibitors ; Recombinant Fusion Proteins - genetics ; Recombinant Fusion Proteins - metabolism ; Response Elements - drug effects ; Risk Assessment - methods ; Toxicology ; Various organic compounds</subject><ispartof>Toxicology letters, 2011-10, Vol.206 (2), p.158-165</ispartof><rights>2011 Elsevier Ireland Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011 Elsevier Ireland Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c423t-5626091c70bf3ee42e3385508d074eebf23c146db74a0ae2db840b8f184b0f493</citedby><cites>FETCH-LOGICAL-c423t-5626091c70bf3ee42e3385508d074eebf23c146db74a0ae2db840b8f184b0f493</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.toxlet.2011.07.008$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,781,785,3551,27929,27930,46000</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24511900$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21782008$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Antunes-Fernandes, Elsa C.</creatorcontrib><creatorcontrib>Bovee, Toine F.H.</creatorcontrib><creatorcontrib>Daamen, Frieda E.J.</creatorcontrib><creatorcontrib>Helsdingen, Richard J.</creatorcontrib><creatorcontrib>van den Berg, Martin</creatorcontrib><creatorcontrib>van Duursen, Majorie B.M.</creatorcontrib><title>Some OH-PCBs are more potent inhibitors of aromatase activity and (anti-) glucocorticoids than non-dioxin like (NDL)-PCBs and MeSO2-PCBs</title><title>Toxicology letters</title><addtitle>Toxicol Lett</addtitle><description>► We investigated the effects of NDL-PCBs and their metabolites on aromatase activity and glucocorticoid receptor. ► Most NDL-PCBs and MeSO2-PCBs had no effect or were mild aromatase activity inhibitors and (anti-) glucocorticoids. ► The tested OH-PCBs were stronger aromatase activity inhibitors and (anti-) glucocorticoid than the tested NDL-PCBs or MeSO2-PCBs.
Traditional risk assessment of potential endocrine-disruptive pollutants, including PCBs, focus mainly on the effects of parent compounds. Still, biotransformation results in systemic exposure to PCBs and their bioactive metabolites. In the present paper, the effects of twenty ultra-pure non-dioxin-like (NDL) PCBs and their environmentally relevant hydroxy- (OH-) and methylsulfonyl- (MeSO2-) metabolites on aromatase activity and their glucocorticoid properties were investigated.
Although most NDL-PCBs were inactive, PCB28 inhibited aromatase activity in human placenta microsomes with an IC50 of 2.2μM. Most of these NDL-PCBs were weak (ant-)agonist of the glucocorticoid receptor (GR). Interestingly, four OH-metabolites of the commonly found NDL-PCB180 were able to inhibit aromatase activity (LOECs in the low μM range) and showed anti-glucocorticoid properties (LOECs in the low nM range), in a concentration-dependent manner. Further, four MeSO2-PCBs slightly inhibited aromatase activity and showed anti-glucocorticoid properties. Although, these effects were also associated with cytotoxicity, they were dependent on the position of the MeSO2-group on the biphenyl ring.
Our results are the first to show that OH-PCBs are both anti-glucocorticoids and aromatase inhibitors. Taken together, these results for PCBs again support the common idea that risk assessment of the endocrine disruptive potential of PCBs should also include their metabolites.</description><subject>Aromatase - biosynthesis</subject><subject>Aromatase - chemistry</subject><subject>Aromatase activity</subject><subject>Aromatase Inhibitors - chemistry</subject><subject>Aromatase Inhibitors - metabolism</subject><subject>Aromatase Inhibitors - toxicity</subject><subject>Biological and medical sciences</subject><subject>Cell Line</subject><subject>Cell Survival - drug effects</subject><subject>Chemical and industrial products toxicology. Toxic occupational diseases</subject><subject>Endocrine Disruptors - chemistry</subject><subject>Endocrine Disruptors - metabolism</subject><subject>Endocrine Disruptors - toxicity</subject><subject>Enzyme Induction - drug effects</subject><subject>Female</subject><subject>Genes, Reporter - drug effects</subject><subject>Glucocorticoid receptor</subject><subject>Human risk assessment</subject><subject>Humans</subject><subject>Hydroxy-metabolite</subject><subject>Hydroxylation</subject><subject>Medical sciences</subject><subject>Mesylates - chemistry</subject><subject>Mesylates - toxicity</subject><subject>Methylsulfonyl-metabolite</subject><subject>Microsomes - enzymology</subject><subject>Non-dioxin-like PCBs</subject><subject>Osmolar Concentration</subject><subject>Placenta - enzymology</subject><subject>Polychlorinated Biphenyls - chemistry</subject><subject>Polychlorinated Biphenyls - metabolism</subject><subject>Polychlorinated Biphenyls - toxicity</subject><subject>Pregnancy</subject><subject>Pregnancy Proteins - antagonists & inhibitors</subject><subject>Receptors, Glucocorticoid - agonists</subject><subject>Receptors, Glucocorticoid - antagonists & inhibitors</subject><subject>Receptors, Glucocorticoid - genetics</subject><subject>Receptors, Glucocorticoid - metabolism</subject><subject>Recombinant Fusion Proteins - agonists</subject><subject>Recombinant Fusion Proteins - antagonists & inhibitors</subject><subject>Recombinant Fusion Proteins - genetics</subject><subject>Recombinant Fusion Proteins - metabolism</subject><subject>Response Elements - drug effects</subject><subject>Risk Assessment - methods</subject><subject>Toxicology</subject><subject>Various organic compounds</subject><issn>0378-4274</issn><issn>1879-3169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kcFu1DAURS0EotPCHyDkDaJdJDw7TuJsKsEUKNLAIBXWluO8UA-JPdieqv0DPhuXGWDH5llPPtfXupeQZwxKBqx5tSmTv50wlRwYK6EtAeQDsmCy7YqKNd1DsoCqlYXgrTgixzFuAKARTf2YHHHWSp75Bfl55Wek68vi8_JNpDognX0eW5_QJWrdte1t8iFSP-ZbP-ukI1Jtkr2x6Y5qN9BT7ZItzui3aWe88SFZ4-0QabrWjjrvisH6W-voZL8jPf10sTo7mGXtR7xa89_rE_Jo1FPEp4fzhHx99_bL8rJYrd9_WL5eFUbwKhV1wxvomGmhHytEwbGqZF2DHKAViP3IK8NEM_St0KCRD70U0MuRSdHDKLrqhLzcv7sN_scOY1KzjQanSTv0u6hk17Fa1B3PpNiTJvgYA45qG-ysw51ioO4rUBu1r0DdV6CgVTnSLHt-MNj1Mw5_RX8yz8CLA6Cj0dMYtDM2_uNEzVgHkLnzPYc5jhuLQUVj0RkcbECT1ODt_3_yC-2dpWw</recordid><startdate>20111010</startdate><enddate>20111010</enddate><creator>Antunes-Fernandes, Elsa C.</creator><creator>Bovee, Toine F.H.</creator><creator>Daamen, Frieda E.J.</creator><creator>Helsdingen, Richard J.</creator><creator>van den Berg, Martin</creator><creator>van Duursen, Majorie B.M.</creator><general>Elsevier Ireland Ltd</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>7ST</scope><scope>7U1</scope><scope>7U2</scope><scope>7U7</scope><scope>C1K</scope><scope>SOI</scope></search><sort><creationdate>20111010</creationdate><title>Some OH-PCBs are more potent inhibitors of aromatase activity and (anti-) glucocorticoids than non-dioxin like (NDL)-PCBs and MeSO2-PCBs</title><author>Antunes-Fernandes, Elsa C. ; Bovee, Toine F.H. ; Daamen, Frieda E.J. ; Helsdingen, Richard J. ; van den Berg, Martin ; van Duursen, Majorie B.M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c423t-5626091c70bf3ee42e3385508d074eebf23c146db74a0ae2db840b8f184b0f493</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Aromatase - biosynthesis</topic><topic>Aromatase - chemistry</topic><topic>Aromatase activity</topic><topic>Aromatase Inhibitors - chemistry</topic><topic>Aromatase Inhibitors - metabolism</topic><topic>Aromatase Inhibitors - toxicity</topic><topic>Biological and medical sciences</topic><topic>Cell Line</topic><topic>Cell Survival - drug effects</topic><topic>Chemical and industrial products toxicology. Toxic occupational diseases</topic><topic>Endocrine Disruptors - chemistry</topic><topic>Endocrine Disruptors - metabolism</topic><topic>Endocrine Disruptors - toxicity</topic><topic>Enzyme Induction - drug effects</topic><topic>Female</topic><topic>Genes, Reporter - drug effects</topic><topic>Glucocorticoid receptor</topic><topic>Human risk assessment</topic><topic>Humans</topic><topic>Hydroxy-metabolite</topic><topic>Hydroxylation</topic><topic>Medical sciences</topic><topic>Mesylates - chemistry</topic><topic>Mesylates - toxicity</topic><topic>Methylsulfonyl-metabolite</topic><topic>Microsomes - enzymology</topic><topic>Non-dioxin-like PCBs</topic><topic>Osmolar Concentration</topic><topic>Placenta - enzymology</topic><topic>Polychlorinated Biphenyls - chemistry</topic><topic>Polychlorinated Biphenyls - metabolism</topic><topic>Polychlorinated Biphenyls - toxicity</topic><topic>Pregnancy</topic><topic>Pregnancy Proteins - antagonists & inhibitors</topic><topic>Receptors, Glucocorticoid - agonists</topic><topic>Receptors, Glucocorticoid - antagonists & inhibitors</topic><topic>Receptors, Glucocorticoid - genetics</topic><topic>Receptors, Glucocorticoid - metabolism</topic><topic>Recombinant Fusion Proteins - agonists</topic><topic>Recombinant Fusion Proteins - antagonists & inhibitors</topic><topic>Recombinant Fusion Proteins - genetics</topic><topic>Recombinant Fusion Proteins - metabolism</topic><topic>Response Elements - drug effects</topic><topic>Risk Assessment - methods</topic><topic>Toxicology</topic><topic>Various organic compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Antunes-Fernandes, Elsa C.</creatorcontrib><creatorcontrib>Bovee, Toine F.H.</creatorcontrib><creatorcontrib>Daamen, Frieda E.J.</creatorcontrib><creatorcontrib>Helsdingen, Richard J.</creatorcontrib><creatorcontrib>van den Berg, Martin</creatorcontrib><creatorcontrib>van Duursen, Majorie B.M.</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>Environment Abstracts</collection><collection>Risk Abstracts</collection><collection>Safety Science and Risk</collection><collection>Toxicology Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Environment Abstracts</collection><jtitle>Toxicology letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Antunes-Fernandes, Elsa C.</au><au>Bovee, Toine F.H.</au><au>Daamen, Frieda E.J.</au><au>Helsdingen, Richard J.</au><au>van den Berg, Martin</au><au>van Duursen, Majorie B.M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Some OH-PCBs are more potent inhibitors of aromatase activity and (anti-) glucocorticoids than non-dioxin like (NDL)-PCBs and MeSO2-PCBs</atitle><jtitle>Toxicology letters</jtitle><addtitle>Toxicol Lett</addtitle><date>2011-10-10</date><risdate>2011</risdate><volume>206</volume><issue>2</issue><spage>158</spage><epage>165</epage><pages>158-165</pages><issn>0378-4274</issn><eissn>1879-3169</eissn><coden>TOLED5</coden><abstract>► We investigated the effects of NDL-PCBs and their metabolites on aromatase activity and glucocorticoid receptor. ► Most NDL-PCBs and MeSO2-PCBs had no effect or were mild aromatase activity inhibitors and (anti-) glucocorticoids. ► The tested OH-PCBs were stronger aromatase activity inhibitors and (anti-) glucocorticoid than the tested NDL-PCBs or MeSO2-PCBs.
Traditional risk assessment of potential endocrine-disruptive pollutants, including PCBs, focus mainly on the effects of parent compounds. Still, biotransformation results in systemic exposure to PCBs and their bioactive metabolites. In the present paper, the effects of twenty ultra-pure non-dioxin-like (NDL) PCBs and their environmentally relevant hydroxy- (OH-) and methylsulfonyl- (MeSO2-) metabolites on aromatase activity and their glucocorticoid properties were investigated.
Although most NDL-PCBs were inactive, PCB28 inhibited aromatase activity in human placenta microsomes with an IC50 of 2.2μM. Most of these NDL-PCBs were weak (ant-)agonist of the glucocorticoid receptor (GR). Interestingly, four OH-metabolites of the commonly found NDL-PCB180 were able to inhibit aromatase activity (LOECs in the low μM range) and showed anti-glucocorticoid properties (LOECs in the low nM range), in a concentration-dependent manner. Further, four MeSO2-PCBs slightly inhibited aromatase activity and showed anti-glucocorticoid properties. Although, these effects were also associated with cytotoxicity, they were dependent on the position of the MeSO2-group on the biphenyl ring.
Our results are the first to show that OH-PCBs are both anti-glucocorticoids and aromatase inhibitors. Taken together, these results for PCBs again support the common idea that risk assessment of the endocrine disruptive potential of PCBs should also include their metabolites.</abstract><cop>Shannon</cop><pub>Elsevier Ireland Ltd</pub><pmid>21782008</pmid><doi>10.1016/j.toxlet.2011.07.008</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0378-4274 |
| ispartof | Toxicology letters, 2011-10, Vol.206 (2), p.158-165 |
| issn | 0378-4274 1879-3169 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_899154592 |
| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Aromatase - biosynthesis Aromatase - chemistry Aromatase activity Aromatase Inhibitors - chemistry Aromatase Inhibitors - metabolism Aromatase Inhibitors - toxicity Biological and medical sciences Cell Line Cell Survival - drug effects Chemical and industrial products toxicology. Toxic occupational diseases Endocrine Disruptors - chemistry Endocrine Disruptors - metabolism Endocrine Disruptors - toxicity Enzyme Induction - drug effects Female Genes, Reporter - drug effects Glucocorticoid receptor Human risk assessment Humans Hydroxy-metabolite Hydroxylation Medical sciences Mesylates - chemistry Mesylates - toxicity Methylsulfonyl-metabolite Microsomes - enzymology Non-dioxin-like PCBs Osmolar Concentration Placenta - enzymology Polychlorinated Biphenyls - chemistry Polychlorinated Biphenyls - metabolism Polychlorinated Biphenyls - toxicity Pregnancy Pregnancy Proteins - antagonists & inhibitors Receptors, Glucocorticoid - agonists Receptors, Glucocorticoid - antagonists & inhibitors Receptors, Glucocorticoid - genetics Receptors, Glucocorticoid - metabolism Recombinant Fusion Proteins - agonists Recombinant Fusion Proteins - antagonists & inhibitors Recombinant Fusion Proteins - genetics Recombinant Fusion Proteins - metabolism Response Elements - drug effects Risk Assessment - methods Toxicology Various organic compounds |
| title | Some OH-PCBs are more potent inhibitors of aromatase activity and (anti-) glucocorticoids than non-dioxin like (NDL)-PCBs and MeSO2-PCBs |
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