Structure-dependent Ah receptor agonist activities of chlorinated biphenylenes. Academic Article uri icon


  • Polychlorinated biphenylenes (PCBP) have been identified as combustion by-products that bind the aryl hydrocarbon receptor (AhR) and exhibit 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD)-like activity. This study investigates the Ah-responsiveness of 2,3,6,7-tetrachlorobiphenylene (2,3,6,7-CBP), 2,3,6-CBP, 2,3-CBP and 2-CBP in breast cancer cells. MCF-7 or ZR-75 cells were treated with different concentrations (1-100 nM) of the compounds alone to determine their activity as inducers of CYP1A1 protein expression or luciferase activity in cells transfected with a construct (pDRE(3)) containing three tandem dioxin responsive elements (DREs) linked to a luciferase reporter gene. In both assays, the order of potency was 2,3,6,7-CBP>2,3,6-CBP>2,3-CBP approximately 2-CBP, and 2,3,6,7-CBP and TCDD were equipotent. Similar results were also observed in an antiestrogenic assay in MCF-7 cells, confirming the high AhR agonist activity of 2,3,6,7-CBP in breast cancer cells.

published proceedings

  • Toxicol In Vitro

author list (cited authors)

  • Khan, S., Konstantinov, A., Chittim, B., McAlees, A., Yeo, B., & Safe, S.

citation count

  • 4

complete list of authors

  • Khan, Shaheen||Konstantinov, Alex||Chittim, Brock||McAlees, Alan||Yeo, Brian||Safe, Stephen

publication date

  • October 2006