Wood-Derived Estrogens: Studies in Vitro with Breast Cancer Cell Lines and in Vivo in Trout
Identifieur interne : 000E53 ( Istex/Corpus ); précédent : 000E52; suivant : 000E54Wood-Derived Estrogens: Studies in Vitro with Breast Cancer Cell Lines and in Vivo in Trout
Auteurs : Pirkko Mellanen ; Tiina Pet Nen ; Jyrki Lehtim Ki ; Sari M Kel ; Göran Bylund ; Bjarne Holmbom ; Erkki Mannila ; Aimo Oikari ; Risto SanttiSource :
- Toxicology and Applied Pharmacology [ 0041-008X ] ; 1996.
Abstract
The wood-derived compound, β-sitosterol (purity >90%), was shown to be estrogenic in fish. It induced the expression of the vitellogenin gene in the liver of juvenile and methyltestosterone-treated rainbow trout. Structural similarities to β-sitosterol notwithstanding, cholesterol, citrostadienol, β-sitostanol, and 5-androstene-3β,17β-diol, an estrogenic member of the androstenic steroid group, were inactive. An abietic acid mixture (37% abietic acid, 6% dehydroabietic acid, and a remainder of unknown compounds) showed slight hormonal activity in feed, but it was completely inactive when given intraperitoneally in implants. The estrogenic component of the abietic acid preparation was not identified. In addition to β-sitosterol and abietic acid, several other wood-derived compounds including betulin, isorhapontigenin, isorhapontin, and pinosylvin were estrogenic in breast cancer cells (MCF-7 or T-47D). However, betulin and pinosylvin, available in sufficient amounts forin vivotesting, did not induce the expression of the vitellogenin gene. Differences in the primary sequences of human and fish estrogen receptors (hormone as well as DNA-binding regions) or uptake and metabolism of the compounds may explain the discrepancy between the two estrogen bioassays. Wood-derived compounds such as β-sitosterol, present in pulp and paper mill effluents, may account for the weak estrogenicity of debarking effluent seen at the vitellogenin expression bioassay.
Url:
DOI: 10.1006/taap.1996.0046
Links to Exploration step
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<front><div type="abstract" xml:lang="en">The wood-derived compound, β-sitosterol (purity >90%), was shown to be estrogenic in fish. It induced the expression of the vitellogenin gene in the liver of juvenile and methyltestosterone-treated rainbow trout. Structural similarities to β-sitosterol notwithstanding, cholesterol, citrostadienol, β-sitostanol, and 5-androstene-3β,17β-diol, an estrogenic member of the androstenic steroid group, were inactive. An abietic acid mixture (37% abietic acid, 6% dehydroabietic acid, and a remainder of unknown compounds) showed slight hormonal activity in feed, but it was completely inactive when given intraperitoneally in implants. The estrogenic component of the abietic acid preparation was not identified. In addition to β-sitosterol and abietic acid, several other wood-derived compounds including betulin, isorhapontigenin, isorhapontin, and pinosylvin were estrogenic in breast cancer cells (MCF-7 or T-47D). However, betulin and pinosylvin, available in sufficient amounts forin vivotesting, did not induce the expression of the vitellogenin gene. Differences in the primary sequences of human and fish estrogen receptors (hormone as well as DNA-binding regions) or uptake and metabolism of the compounds may explain the discrepancy between the two estrogen bioassays. Wood-derived compounds such as β-sitosterol, present in pulp and paper mill effluents, may account for the weak estrogenicity of debarking effluent seen at the vitellogenin expression bioassay.</div>
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</ce:author>
<ce:author><ce:given-name>Sari</ce:given-name>
<ce:surname>Mäkelä</ce:surname>
<ce:cross-ref refid="A1"><ce:sup>a</ce:sup>
</ce:cross-ref>
</ce:author>
<ce:author><ce:given-name>Göran</ce:given-name>
<ce:surname>Bylund</ce:surname>
<ce:cross-ref refid="A3"><ce:sup>c</ce:sup>
</ce:cross-ref>
</ce:author>
<ce:author><ce:given-name>Bjarne</ce:given-name>
<ce:surname>Holmbom</ce:surname>
<ce:cross-ref refid="A4"><ce:sup>d</ce:sup>
</ce:cross-ref>
</ce:author>
<ce:author><ce:given-name>Erkki</ce:given-name>
<ce:surname>Mannila</ce:surname>
<ce:cross-ref refid="A5"><ce:sup>e</ce:sup>
</ce:cross-ref>
</ce:author>
<ce:author><ce:given-name>Aimo</ce:given-name>
<ce:surname>Oikari</ce:surname>
<ce:cross-ref refid="A2"><ce:sup>b</ce:sup>
</ce:cross-ref>
</ce:author>
<ce:author><ce:given-name>Risto</ce:given-name>
<ce:surname>Santti</ce:surname>
<ce:cross-ref refid="A1"><ce:sup>a</ce:sup>
</ce:cross-ref>
</ce:author>
<ce:affiliation id="A1"><ce:label>a</ce:label>
<ce:textfn>Institute of Biomedicine, University of Turku, Turku, Finland</ce:textfn>
</ce:affiliation>
<ce:affiliation id="A2"><ce:label>b</ce:label>
<ce:textfn>Departments of Biology and Environmental Sciences, University of Jyväskylä, Jyväskylä, Finland</ce:textfn>
</ce:affiliation>
<ce:affiliation id="A5"><ce:label>e</ce:label>
<ce:textfn>Department of Chemistry, University of Jyväskylä, Jyväskylä, Finland</ce:textfn>
</ce:affiliation>
<ce:affiliation id="A3"><ce:label>c</ce:label>
<ce:textfn>Department of Biology, Åbo Akademi University, Turku, Finland</ce:textfn>
</ce:affiliation>
<ce:affiliation id="A4"><ce:label>d</ce:label>
<ce:textfn>Laboratory of Forest Products Chemistry, Åbo Akademi University, Turku, Finland</ce:textfn>
</ce:affiliation>
</ce:author-group>
<ce:date-received day="12" month="7" year="1995"></ce:date-received>
<ce:date-accepted day="11" month="11" year="1995"></ce:date-accepted>
<ce:abstract><ce:section-title>Abstract</ce:section-title>
<ce:abstract-sec><ce:simple-para>The wood-derived compound, β-sitosterol (purity >90%), was shown to be estrogenic in fish. It induced the expression of the vitellogenin gene in the liver of juvenile and methyltestosterone-treated rainbow trout. Structural similarities to β-sitosterol notwithstanding, cholesterol, citrostadienol, β-sitostanol, and 5-androstene-3β,17β-diol, an estrogenic member of the androstenic steroid group, were inactive. An abietic acid mixture (37% abietic acid, 6% dehydroabietic acid, and a remainder of unknown compounds) showed slight hormonal activity in feed, but it was completely inactive when given intraperitoneally in implants. The estrogenic component of the abietic acid preparation was not identified. In addition to β-sitosterol and abietic acid, several other wood-derived compounds including betulin, isorhapontigenin, isorhapontin, and pinosylvin were estrogenic in breast cancer cells (MCF-7 or T-47D). However, betulin and pinosylvin, available in sufficient amounts for<ce:italic>in vivo</ce:italic>
testing, did not induce the expression of the vitellogenin gene. Differences in the primary sequences of human and fish estrogen receptors (hormone as well as DNA-binding regions) or uptake and metabolism of the compounds may explain the discrepancy between the two estrogen bioassays. Wood-derived compounds such as β-sitosterol, present in pulp and paper mill effluents, may account for the weak estrogenicity of debarking effluent seen at the vitellogenin expression bioassay.</ce:simple-para>
</ce:abstract-sec>
</ce:abstract>
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<mods version="3.6"><titleInfo lang="en"><title>Wood-Derived Estrogens: Studies in Vitro with Breast Cancer Cell Lines and in Vivo in Trout</title>
</titleInfo>
<titleInfo type="alternative" lang="en" contentType="CDATA"><title>Wood-Derived Estrogens: Studies</title>
</titleInfo>
<name type="personal"><namePart type="given">Pirkko</namePart>
<namePart type="family">Mellanen</namePart>
<affiliation>Institute of Biomedicine, University of Turku, Turku, Finland</affiliation>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Tiina</namePart>
<namePart type="family">Petänen</namePart>
<affiliation>Departments of Biology and Environmental Sciences, University of Jyväskylä, Jyväskylä, Finland</affiliation>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Jyrki</namePart>
<namePart type="family">Lehtimäki</namePart>
<affiliation>Institute of Biomedicine, University of Turku, Turku, Finland</affiliation>
<role><roleTerm type="text">author</roleTerm>
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</name>
<name type="personal"><namePart type="given">Sari</namePart>
<namePart type="family">Mäkelä</namePart>
<affiliation>Institute of Biomedicine, University of Turku, Turku, Finland</affiliation>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Göran</namePart>
<namePart type="family">Bylund</namePart>
<affiliation>Department of Biology, Åbo Akademi University, Turku, Finland</affiliation>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Bjarne</namePart>
<namePart type="family">Holmbom</namePart>
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<role><roleTerm type="text">author</roleTerm>
</role>
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<name type="personal"><namePart type="given">Erkki</namePart>
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<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Aimo</namePart>
<namePart type="family">Oikari</namePart>
<affiliation>Departments of Biology and Environmental Sciences, University of Jyväskylä, Jyväskylä, Finland</affiliation>
<role><roleTerm type="text">author</roleTerm>
</role>
</name>
<name type="personal"><namePart type="given">Risto</namePart>
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<abstract lang="en">The wood-derived compound, β-sitosterol (purity >90%), was shown to be estrogenic in fish. It induced the expression of the vitellogenin gene in the liver of juvenile and methyltestosterone-treated rainbow trout. Structural similarities to β-sitosterol notwithstanding, cholesterol, citrostadienol, β-sitostanol, and 5-androstene-3β,17β-diol, an estrogenic member of the androstenic steroid group, were inactive. An abietic acid mixture (37% abietic acid, 6% dehydroabietic acid, and a remainder of unknown compounds) showed slight hormonal activity in feed, but it was completely inactive when given intraperitoneally in implants. The estrogenic component of the abietic acid preparation was not identified. In addition to β-sitosterol and abietic acid, several other wood-derived compounds including betulin, isorhapontigenin, isorhapontin, and pinosylvin were estrogenic in breast cancer cells (MCF-7 or T-47D). However, betulin and pinosylvin, available in sufficient amounts forin vivotesting, did not induce the expression of the vitellogenin gene. Differences in the primary sequences of human and fish estrogen receptors (hormone as well as DNA-binding regions) or uptake and metabolism of the compounds may explain the discrepancy between the two estrogen bioassays. Wood-derived compounds such as β-sitosterol, present in pulp and paper mill effluents, may account for the weak estrogenicity of debarking effluent seen at the vitellogenin expression bioassay.</abstract>
<note type="content">Section title: Regular Article</note>
<relatedItem type="host"><titleInfo><title>Toxicology and Applied Pharmacology</title>
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<titleInfo type="abbreviated"><title>YTAAP</title>
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<originInfo><dateIssued encoding="w3cdtf">199602</dateIssued>
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<identifier type="ISSN">0041-008X</identifier>
<identifier type="PII">S0041-008X(00)X0112-3</identifier>
<part><date>199602</date>
<detail type="volume"><number>136</number>
<caption>vol.</caption>
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<detail type="issue"><number>2</number>
<caption>no.</caption>
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<extent unit="issue pages"><start>211</start>
<end>397</end>
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<identifier type="DOI">10.1006/taap.1996.0046</identifier>
<identifier type="PII">S0041-008X(96)90046-0</identifier>
<accessCondition type="use and reproduction" contentType="copyright">©1996 Academic Press</accessCondition>
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