PMID- 27565853
OWN - NLM
STAT- MEDLINE
DCOM- 20180212
LR  - 20180212
IS  - 1873-3336 (Electronic)
IS  - 0304-3894 (Linking)
VI  - 320
DP  - 2016 Dec 15
TI  - Chlorination by-products of bisphenol A enhanced retinoid X receptor disrupting 
      effects.
PG  - 289-295
LID - S0304-3894(16)30755-5 [pii]
LID - 10.1016/j.jhazmat.2016.08.033 [doi]
AB  - There is increasing evidence of activities of chlorinated by-products of 
      bisphenol A (BPA) on retinoic acid system. Their agonistic and antagonistic 
      activities to human retinoid X receptor (RXR) were assessed by a two-hybrid yeast 
      assay. Aqueous solutions of 1mg/L BPA were chlorinated by sodium hypochlorite 
      (NaClO). It showed that chlorination of BPA increased RXRbeta antagonistic activity, 
      while no agonistic activity was detected, showing chlorine might act as a toxic 
      potentiator rather than a toxic deactivator in RXRbeta disrupting effects. BPA and 
      its byproducts including 2,2',6,6'-tetrachlorobisphenol A (TCBPA) and 
      2,4,6-trichlorophenol (TCP) were quantitatively determined by gas 
      chromatography/mass spectrometry (GC/MS). BPA rapidly degraded. With the 
      increasing of ICC and reaction time, concentration of formed TCBPA increased 
      initially then decreased, while concentration of formed TCP increased stably. 
      Using the toxic equivalent (TEQ) approach, the main contributors should be mono-, 
      di- and tri- chlorobisphenol A at initial chlorine concentration (ICC) of 1mg/L. 
      At ICC of 2 and 5mg/L, the main contributors were TCBPA and TCP, being 
      57.7%-70.7% and 45.3%-59.4%. Molecular docking showed BPA chlorination 
      by-products might have the same mode of action with BPA, forming hydrogen bond 
      and pi-pi interaction with their OH group or hydrophobic ring.
CI  - Copyright (c) 2016 Elsevier B.V. All rights reserved.
FAU - Li, Na
AU  - Li N
AD  - Key Laboratory of Drinking Water Science and Technology, Research Center for 
      Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, PR 
      China.
FAU - Jiang, Weiwei
AU  - Jiang W
AD  - Shanghai Municipal Water Resource Development and Utilization National 
      Engineering Center Co., Ltd., Shanghai 200082, China.
FAU - Ma, Mei
AU  - Ma M
AD  - Key Laboratory of Drinking Water Science and Technology, Research Center for 
      Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, PR 
      China. Electronic address: mamei@rcees.ac.cn.
FAU - Wang, Donghong
AU  - Wang D
AD  - Key Laboratory of Drinking Water Science and Technology, Research Center for 
      Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, PR 
      China.
FAU - Wang, Zijian
AU  - Wang Z
AD  - Key Laboratory of Drinking Water Science and Technology, Research Center for 
      Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, PR 
      China. Electronic address: wangzj@rcees.ac.cn.
LA  - eng
PT  - Journal Article
DEP - 20160811
PL  - Netherlands
TA  - J Hazard Mater
JT  - Journal of hazardous materials
JID - 9422688
RN  - 0 (Benzhydryl Compounds)
RN  - 0 (Endocrine Disruptors)
RN  - 0 (Phenols)
RN  - 0 (Retinoid X Receptor beta)
RN  - DY38VHM5OD (Sodium Hypochlorite)
RN  - MLT3645I99 (bisphenol A)
SB  - IM
MH  - Benzhydryl Compounds/*chemistry
MH  - Disinfection
MH  - Endocrine Disruptors/*chemistry
MH  - *Halogenation
MH  - Humans
MH  - Molecular Docking Simulation
MH  - Phenols/*chemistry
MH  - Retinoid X Receptor beta/*agonists/*antagonists & inhibitors
MH  - Sodium Hypochlorite
MH  - Two-Hybrid System Techniques
OTO - NOTNLM
OT  - Bisphenol A
OT  - Chlorinated byproducts
OT  - Molecular docking
OT  - Retinoid X receptor
OT  - TEQ
EDAT- 2016/08/28 06:00
MHDA- 2018/02/13 06:00
CRDT- 2016/08/28 06:00
PHST- 2016/04/18 00:00 [received]
PHST- 2016/08/10 00:00 [revised]
PHST- 2016/08/11 00:00 [accepted]
PHST- 2016/08/28 06:00 [pubmed]
PHST- 2018/02/13 06:00 [medline]
PHST- 2016/08/28 06:00 [entrez]
AID - S0304-3894(16)30755-5 [pii]
AID - 10.1016/j.jhazmat.2016.08.033 [doi]
PST - ppublish
SO  - J Hazard Mater. 2016 Dec 15;320:289-295. doi: 10.1016/j.jhazmat.2016.08.033. Epub 
      2016 Aug 11.