A Dichotomy in the Lipophilicity of Natural Estrogens, Xenoestrogens, and Phytoestrogens
Using two independent analyses, it is demonstrated that natural (e.g., estradiol) and some xenoestrogens (e.g., methoxychlor metabolite) are characterized by a lipophilic region that is absent in nonestrogens as well as in phytoestrogens. It is suggested that this lipophilic region affects binding t...
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Veröffentlicht in: | Environmental health perspectives 1997-04, Vol.105 (suppl 3), p.665-668 |
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container_issue | suppl 3 |
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container_title | Environmental health perspectives |
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creator | Cunningham, Albert R. Klopman, Gilles Rosenkranz, Herbert S. |
description | Using two independent analyses, it is demonstrated that natural (e.g., estradiol) and some xenoestrogens (e.g., methoxychlor metabolite) are characterized by a lipophilic region that is absent in nonestrogens as well as in phytoestrogens. It is suggested that this lipophilic region affects binding to specific receptors and may, in fact, differentiate harmful from beneficial estrogens. |
doi_str_mv | 10.1289/ehp.97105s3665 |
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It is suggested that this lipophilic region affects binding to specific receptors and may, in fact, differentiate harmful from beneficial estrogens.</description><subject>Animals</subject><subject>Atoms</subject><subject>Binding Sites</subject><subject>Carcinogens - chemistry</subject><subject>Carcinogens - metabolism</subject><subject>Carcinogens - toxicity</subject><subject>Environmental Health</subject><subject>Establishing the Risks from Xenohormones</subject><subject>Estrogen Antagonists - chemistry</subject><subject>Estrogen Antagonists - metabolism</subject><subject>Estrogen receptor modulators</subject><subject>Estrogens</subject><subject>Estrogens - chemistry</subject><subject>Estrogens - metabolism</subject><subject>Estrogens - toxicity</subject><subject>Estrogens, Non-Steroidal - chemistry</subject><subject>Estrogens, Non-Steroidal - metabolism</subject><subject>Estrogens, Non-Steroidal - toxicity</subject><subject>Female</subject><subject>Functional groups</subject><subject>Hydrogen</subject><subject>In Vitro Techniques</subject><subject>Isoflavones</subject><subject>Lipid Metabolism</subject><subject>Metabolites</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>Molecules</subject><subject>Phenols</subject><subject>Phytoestrogens</subject><subject>Plant Preparations</subject><subject>Receptors, Estrogen - metabolism</subject><issn>0091-6765</issn><issn>1552-9924</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpVkElPwzAQhS0EKmW5ckPygSMpHm-JL0hVWaUKOIDEzXIcp3HVxlGcIuXfE1REy2k08-Z9Yz-ELoBMgGbqxlXNRKVARGRSigM0BiFoohTlh2hMiIJEplIco5MYl4QQyKQcoZECmRGAMfqc4jtvq9CFdY99jbvK4blvQlP5lbe-63Eo8YvpNq1Z4fvYtWHh6niNP10d3K41dYHfqr7bzc7QUWlW0Z3_1lP08XD_PntK5q-Pz7PpPLGMKpGwghNeOkdELihPU8kYywsiQWSGElAgrKWCc5BWFrlx1JROAVCSc2sGKztFt1tus8nXrrCu7oan6qb1a9P2Ohiv_yu1r_QifGngUmVKDYDJFmDbEGPryj8vEP0TsR4i1ruIB8Pl_sW_9d9MB_1qqy9jF9p9GmUk1YwPX8wk-wZ0hYS4</recordid><startdate>19970401</startdate><enddate>19970401</enddate><creator>Cunningham, Albert R.</creator><creator>Klopman, Gilles</creator><creator>Rosenkranz, Herbert S.</creator><general>National Institute of Environmental Health Sciences. National Institutes of Health. Department of Health, Education and Welfare</general><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>5PM</scope></search><sort><creationdate>19970401</creationdate><title>A Dichotomy in the Lipophilicity of Natural Estrogens, Xenoestrogens, and Phytoestrogens</title><author>Cunningham, Albert R. ; Klopman, Gilles ; Rosenkranz, Herbert S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3295-3d404fee05b524776333bd06158a201915cc254416c6dbae2afe91120b4ca4043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>Animals</topic><topic>Atoms</topic><topic>Binding Sites</topic><topic>Carcinogens - chemistry</topic><topic>Carcinogens - metabolism</topic><topic>Carcinogens - toxicity</topic><topic>Environmental Health</topic><topic>Establishing the Risks from Xenohormones</topic><topic>Estrogen Antagonists - chemistry</topic><topic>Estrogen Antagonists - metabolism</topic><topic>Estrogen receptor modulators</topic><topic>Estrogens</topic><topic>Estrogens - chemistry</topic><topic>Estrogens - metabolism</topic><topic>Estrogens - toxicity</topic><topic>Estrogens, Non-Steroidal - chemistry</topic><topic>Estrogens, Non-Steroidal - metabolism</topic><topic>Estrogens, Non-Steroidal - toxicity</topic><topic>Female</topic><topic>Functional groups</topic><topic>Hydrogen</topic><topic>In Vitro Techniques</topic><topic>Isoflavones</topic><topic>Lipid Metabolism</topic><topic>Metabolites</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Molecules</topic><topic>Phenols</topic><topic>Phytoestrogens</topic><topic>Plant Preparations</topic><topic>Receptors, Estrogen - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Cunningham, Albert R.</creatorcontrib><creatorcontrib>Klopman, Gilles</creatorcontrib><creatorcontrib>Rosenkranz, Herbert S.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Environmental health perspectives</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Cunningham, Albert R.</au><au>Klopman, Gilles</au><au>Rosenkranz, Herbert S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Dichotomy in the Lipophilicity of Natural Estrogens, Xenoestrogens, and Phytoestrogens</atitle><jtitle>Environmental health perspectives</jtitle><addtitle>Environ Health Perspect</addtitle><date>1997-04-01</date><risdate>1997</risdate><volume>105</volume><issue>suppl 3</issue><spage>665</spage><epage>668</epage><pages>665-668</pages><issn>0091-6765</issn><eissn>1552-9924</eissn><abstract>Using two independent analyses, it is demonstrated that natural (e.g., estradiol) and some xenoestrogens (e.g., methoxychlor metabolite) are characterized by a lipophilic region that is absent in nonestrogens as well as in phytoestrogens. It is suggested that this lipophilic region affects binding to specific receptors and may, in fact, differentiate harmful from beneficial estrogens.</abstract><cop>United States</cop><pub>National Institute of Environmental Health Sciences. National Institutes of Health. Department of Health, Education and Welfare</pub><pmid>9168011</pmid><doi>10.1289/ehp.97105s3665</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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source | MEDLINE; DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central Open Access; Jstor Complete Legacy; PubMed Central |
subjects | Animals Atoms Binding Sites Carcinogens - chemistry Carcinogens - metabolism Carcinogens - toxicity Environmental Health Establishing the Risks from Xenohormones Estrogen Antagonists - chemistry Estrogen Antagonists - metabolism Estrogen receptor modulators Estrogens Estrogens - chemistry Estrogens - metabolism Estrogens - toxicity Estrogens, Non-Steroidal - chemistry Estrogens, Non-Steroidal - metabolism Estrogens, Non-Steroidal - toxicity Female Functional groups Hydrogen In Vitro Techniques Isoflavones Lipid Metabolism Metabolites Models, Molecular Molecular Structure Molecules Phenols Phytoestrogens Plant Preparations Receptors, Estrogen - metabolism |
title | A Dichotomy in the Lipophilicity of Natural Estrogens, Xenoestrogens, and Phytoestrogens |
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