Estrogenic activity of alkyl(thio)phenols and 4,4′-thiodiphenol formed from degradation of commercial insecticides
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- Yamada Kenta
- Graduate School of Nutritional and Environmental Sciences, University of Shizuoka
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- Terasaki Masanori
- Graduate School of Nutritional and Environmental Sciences, University of Shizuoka
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- Makino Masakazu
- Graduate School of Nutritional and Environmental Sciences, University of Shizuoka
書誌事項
- タイトル別名
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- Estrogenic Activity of Alkyl(thio)phenols and 4,4'-thiodiphenol Formed from Degradation of Commercial Insecticides
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We investigated the estrogenic activity of commercial insecticides fenamiphos, fenthion, methiocarb, propaphos, sulprophos, and temephos as well as some phenolic compounds obtained as a result of their degradation. Using a yeast two-hybrid assay, the relative activities of 4-(methylthio)phenol, 3-methyl-4-(methylthio)phenol, 3,5-dimethyl-4-(methylthio)phenol, and 4,4'-thiodiphenol (TDP) were evaluated as 11, 10, 4, and 1000% (10 times) that of bisphenol-A. To reveal the binding abilities of the abovementioned phenolic compounds with respect to human estrogen receptor α (hERα), we carried out ER-ELISA and found that all compounds had significant abilities, particularly, TDP. From the viewpoint of bioisosterism, we discussed the similarity between a vinylene-group, -CH=CH-, and a thioether-group, -S-. We suggest that an alkylthio-group substituted at the “para”-position of a phenol ring plays a key role in the binding abilities of the investigated phenolic compounds.
収録刊行物
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- JOURNAL OF HEALTH SCIENCE
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JOURNAL OF HEALTH SCIENCE 57 (2), 134-141, 2011
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390001204497486720
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- NII論文ID
- 130000663112
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- NII書誌ID
- AA11316464
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- ISSN
- 13475207
- 13449702
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- NDL書誌ID
- 11024800
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
- CiNii Articles
- KAKEN
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- 抄録ライセンスフラグ
- 使用不可