A model for thyroid hormone--receptor interactions

J Med Chem. 1979 Mar;22(3):221-32. doi: 10.1021/jm00189a002.


Theoretical electronic structure calculations on the thyroid hormones and analogues, as well as model hormone--receptor interactions, have been carried out. These studies (a) support the concept that the 4'-OH group is a H-bond donor to the in vivo nuclear receptor and suggest that at the receptor this OH group is trans to the 3' (distal) substituent; (b) indicate that there is an important intramolecular interaction between 3' and 4' substituents, and those 3' substituents that most favor both 4' OH orientation trans to the 3' group and a more acidic OH group substantially increase binding and biological activity; and (c) support the concept that there is a direct correlation between the conformational free energy of the aromatic rings and biological activity.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • In Vitro Techniques
  • Models, Theoretical
  • Molecular Conformation
  • Phenols
  • Rats
  • Receptors, Cell Surface / metabolism*
  • Structure-Activity Relationship
  • Thyroid Hormones / metabolism*
  • Water


  • Phenols
  • Receptors, Cell Surface
  • Thyroid Hormones
  • Water