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多氟碘代烷的体外雌激素活性。

The in vitro estrogenic activities of polyfluorinated iodine alkanes.

机构信息

State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing, People's Republic of China.

出版信息

Environ Health Perspect. 2012 Jan;120(1):119-25. doi: 10.1289/ehp.1103773. Epub 2011 Oct 11.

Abstract

BACKGROUND

Polyfluorinated iodine alkanes (PFIs) are important intermediates in the synthesis of organic fluoride products. Recently, PFIs have been detected in fluoropolymers as residual raw materials, as well as in the ambient environment.

OBJECTIVES

High production volumes and potential environmental releases of PFIs might become a concern, but the exposure risk and toxicity of these chemicals are still unclear. In this study, we investigated the potential estrogenic effects of PFIs.

METHODS

We studied the estrogenic effects of fluorinated iodine alkanes (FIAs), fluorinated telomer iodides (FTIs), and fluorinated diiodine alkanes (FDIAs) using the E-screen and MVLN assays and the evaluation of estrogen-responsive genes in MCF-7 cells.

RESULTS

FIAs have an iodine atom at one end of the perfluorinated carbon chain. 1-Iodoperfluorohexane (PFHxI) and 1-iodoperfluorooctane (PFOI) promoted the proliferation of MCF-7 cells, induced luciferase activity in MVLN cells, and up-regulated the expression of TFF1 and EGR3. In these assays, other FIAs gave negative responses. FDIAs have an iodine atom at each end of the perfluorinated carbon chain, and all the FDIAs showed estrogenic effects. The estrogenic potencies of FIAs and FDIAs correlate well with the carbon chain length of the chemicals. The optimum chain length for estrogenic effects is six carbons, and then eight and four carbons. All FTIs have a single iodine atom at the end of a partially fluorinated carbon chain. None of the FTIs showed estrogenic effects in the tests.

CONCLUSIONS

The estrogenic effects of PFIs are dependent on the structural features of iodine substitution and chain length. This research will be helpful in further understanding the estrogenic effects of perfluorinated compounds.

摘要

背景

多氟碘烷(PFIs)是有机氟化物产品合成中的重要中间体。最近,PFIs 已作为残留原料在氟聚合物以及环境中被检测到。

目的

PFIs 的高产量和潜在的环境释放可能会引起关注,但这些化学物质的暴露风险和毒性仍不清楚。在本研究中,我们研究了 PFIs 的潜在雌激素效应。

方法

我们使用 E-screen 和 MVLN 测定法以及 MCF-7 细胞中雌激素反应基因的评估,研究了氟碘烷(FIAs)、氟端基碘化物(FTIs)和氟二碘烷(FDIAs)的雌激素效应。

结果

FIAs 在全氟碳链的一端具有碘原子。1-碘全氟己烷(PFHxI)和 1-碘全氟辛烷(PFOI)促进 MCF-7 细胞的增殖,诱导 MVLN 细胞中的荧光素酶活性,并上调 TFF1 和 EGR3 的表达。在这些测定中,其他 FIAs 给出了阴性反应。FDIAs 在全氟碳链的两端具有碘原子,所有 FDIAs 均显示出雌激素效应。FIAs 和 FDIAs 的雌激素效价与化学物质的碳链长度密切相关。雌激素效应的最佳碳链长度为六个碳原子,然后是八个和四个碳原子。所有 FTIs 在部分氟化碳链的末端都具有一个碘原子。在测试中,没有一种 FTIs 显示出雌激素效应。

结论

PFIs 的雌激素效应取决于碘取代和链长的结构特征。这项研究将有助于进一步了解全氟化合物的雌激素效应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a12d/3261944/7ab90d543809/ehp.1103773.g001.jpg

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