Thyroid Hormone Disruption by Organophosphate Esters Is Mediated by Nuclear/Membrane Thyroid Hormone Receptors: In Vitro, In Vivo, and In Silico Studies

Environ Sci Technol. 2022 Apr 5;56(7):4241-4250. doi: 10.1021/acs.est.1c05956. Epub 2022 Mar 9.

Abstract

Earlier mechanistic studies of many prohibited flame retardants (FRs) highlighted their thyroid hormone-disrupting activity through nuclear thyroid hormone receptors (nTRs), whereas some alternative FRs such as organophosphate esters (OPEs) exerted weak nTR-disrupting effects. However, an increasing number of studies have revealed that OPEs also exert thyroid hormone-disrupting effects, and the underlying mechanism is unclear. Herein, the thyroid hormone-disrupting effects and mechanisms of 8 typical OPEs were investigated using integrated in vitro, in vivo, and in silico assays. All tested chemicals competitively bound to the membrane thyroid hormone receptor (mTR) [the 20% relative inhibitory concentration (RIC20): (3.5 ± 0.2) × 101 to (4.9 ± 1.0) × 107 nM], and Cl-OPEs and alkyl-OPEs had lower RIC20 values. In contrast, only 4 OPEs showed nTR antagonistic activities at higher concentrations [≥ (4.8 ± 0.8) × 103 nM]. Cl-OPEs and alkyl-OPEs preferentially interacted with mTR. Molecular docking illustrated that OPEs docked into mTRs, consistent with the competitive binding assay. In vivo analyses of zebrafish embryonic development confirmed that tris(1,3-dichloro-2-propyl) phosphate induced inappropriate expression of proteins, and these protein interactions might be associated with mTR according to the quantitative proteomic analysis. Based on the results, mTR might play a critical role in mediating the thyroid hormone-disrupting effects of OPEs.

Keywords: integrated assays; membrane thyroid hormone receptor; mode of action; nuclear thyroid hormone receptor; organophosphate esters; thyroid hormone disruption.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • China
  • Environmental Monitoring
  • Esters
  • Flame Retardants* / analysis
  • Molecular Docking Simulation
  • Organophosphates
  • Proteomics
  • Receptors, Thyroid Hormone*
  • Thyroid Hormones
  • Zebrafish

Substances

  • Esters
  • Flame Retardants
  • Organophosphates
  • Receptors, Thyroid Hormone
  • Thyroid Hormones