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化学学报
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化学学报 ›› 2014, Vol. 72 ›› Issue (6): 743-750.DOI: 10.6023/A14040285 上一篇    

研究论文

多溴二苯醚取代特征对其芳香烃受体结合能力的效应分析

姜龙a,b, 程冰川a,b, 李鱼a,b   

  1. a. 华北电力大学资源与环境研究院 北京 102206;
    b. 华北电力大学区域能源系统优化教育部重点实验室 北京 102206
  • 投稿日期:2014-04-16 发布日期:2014-05-27
  • 通讯作者: 李鱼 E-mail:liyuxx8@hotmail.com
  • 基金资助:
    项目受国家“十一五”科技支撑项目（No.2008BAC43B01）和2013中央高校基本科研业务专项资金（No.JB2013146）资助.

Effect Analysis of Substituent Characteristics of PBDEs on Its Ah Receptor Binding Affinities

Jiang Longa,b, Cheng Bingchuana,b, Li Yua,b   

  1. a. Resources and Environmental Research Academy, North China Electric Power University, Beijing 102206, China;
    b. MOE Key Laboratory of Regional Energy Systems Optimization, North China Electric Power University, Beijing 102206, China
  • Received:2014-04-16 Published:2014-05-27
  • Supported by:
    Project supported by the National Science & Technology Pillar Program in the Eleventh Five-Year Plan period (No.2008BAC43B01) and the Fundamental Research Funds for the Central Universities in 2013 (No.JB2013146).

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以已知18种多溴二苯醚（polybrominated diphenyl ethers，PBDEs）芳香烃受体结合能力实验值为因变量，构建基于取代基参数的PBDEs芳香烃受体结合能力定量构效关系模型以补足PBDEs芳香烃受体结合能力值，借助全析因实验的分析方法研究不同取代位置对PBDEs芳香烃受体结合能力的主效应及二阶交互效应，并分别从总取代基数、两苯环取代相似性、同一苯环取代基分布性综合研究PBDEs取代特征对芳香烃受体结合能力的影响规律.研究表明： PBDEs芳香烃受体结合能力受各取代位置主效应和二阶交互效应的显著影响，邻位取代基可显著降低PBDEs芳香烃受体结合能力，对位取代基则显著增强，间位取代基主效应较弱，主要通过与邻对位取代基间的二阶交互效应影响PBDEs芳香烃受体结合能力；总取代基数、两苯环取代相似性与PBDEs芳香烃受体结合能力无显著相关性，而同一苯环上取代基间分散性越大，同系物芳香烃受体结合能力越小.

关键词: 取代基参数, 多溴二苯醚, 芳香烃受体结合能力, 定量构效关系模型, 全析因实验, 相似性分析

Based on the known experimental Ah receptor binding affinities of 18 kinds of polybrominated diphenyl ethers (PBDEs), the quantitative structure-activity relationships (QSAR) model for PBDEs' Ah receptor binding affinities was established via 13 substituent parameters (total number of substituent, substituent number in different position, substituent positional relationship parameters, substituent difference between two rings) to complement unknown binding affinities of other 191 PBDEs.Then, the full factorial experiment with 10 factors which correlated with each substituent position and 2 level (0,1) was applied to analyze the main effect and second-order interaction effect of each substituent position on PBDEs' Ah receptor binding affinities.Meanwhile, different analysis methods were used for the views of the total number of substituent, the similarity of different phenyl ring in single congener and the distribution of substituents on single phenyl ring to expound the correlation between substituent characteristics and Ah receptor binding affinities of PBDEs comprehensively.The obtained results have shown that: PBDEs' Ah receptor binding affinities are significantly affected by the main effect and second-order interaction effect of substitution positions, especially, the ortho-substituents can weaken the PBDEs' Ah receptor binding affinities and para-substituents have the opposite effect.The order of the importance for different position is presented as: para > ortho > meta. The main effect of meta-substituent is small which often affects the Ah receptor binding affinities of PBDEs by representing the second-order interaction effects combined with ortho/para-substituent.For other substituent characteristics, the total number of substituent and the similarity of different phenyl ring in single congener cannot control the Ah receptor binding affinities of PBDEs effectively, but the more decentralized for substituents on single phenyl ring, the smaller Ah receptor binding affinities for PBDEs.

Key words: substituent parameters, polybrominated diphenyl ethers, Ah receptor binding affinity, quantitative structure-activity relationships, full factorial experiment, similarity analysis