Relationships between conformational behaviour and binding affinity towards beta 1 and beta 2 adrenoceptors of some chiral phenoxypropanolamines with bulky N-substituents

Farmaco. 1995 Oct;50(10):643-58.

Abstract

The optical isomers of a series of phenoxypropanolamine compounds with N-substituents bulkier than isopropyl have been synthesized, and their binding affinity towards beta 1 and beta 2-adrenoceptors has been determined. A computational study, including a Molecular Dynamics (MD) simulation and quenching in water and a GRID analysis provided some useful suggestions for possible interpretation patterns for the different affinity exhibited by the compounds studied.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Computer Simulation
  • Molecular Conformation
  • Phenyl Ethers / chemical synthesis
  • Phenyl Ethers / chemistry
  • Phenyl Ethers / metabolism*
  • Phenyl Ethers / pharmacology
  • Propanolamines / chemical synthesis
  • Propanolamines / chemistry
  • Propanolamines / metabolism*
  • Propanolamines / pharmacology
  • Protein Binding
  • Receptors, Adrenergic, beta-1 / drug effects
  • Receptors, Adrenergic, beta-1 / metabolism*
  • Receptors, Adrenergic, beta-2 / drug effects
  • Receptors, Adrenergic, beta-2 / metabolism*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Phenyl Ethers
  • Propanolamines
  • Receptors, Adrenergic, beta-1
  • Receptors, Adrenergic, beta-2