Novel inhibitors of potassium ion channels on human T lymphocytes

J Med Chem. 1995 May 26;38(11):1877-83. doi: 10.1021/jm00011a007.

Abstract

The in vitro biological characterization of a series of 4-(alkylamino)-1,4-dihydroquinolines is reported. These compounds are novel inhibitors of voltage-activated n-type potassium ion (K+) channels in human T lymphocytes. This series, identified from random screening, was found to inhibit [125I]charybdotoxin binding to n-type K+ channels with IC50 values ranging from 10(-6) to 10(-8) M. These analogs also inhibit whole cell n-type K+ currents with IC50 values from 10(-5) to 10(-7) M. The preparation of a series of new 4-(alkylamino)-1,4-dihydroquinolines is described. Structure-activity relationships are discussed. Naphthyl analog 7c, the best compound prepared, exhibited > 100-fold selectivity for inhibition of [125I]charybdotoxin binding to n-type K+ channels compared with inhibition of [3H]dofetilide binding to cardiac K+ channels. These compounds represent a potent and selective series of n-type K+ channel inhibitors that have the potential for further development as anti-inflammatory agents.

Publication types

  • Comparative Study

MeSH terms

  • Charybdotoxin
  • Computer Simulation
  • Humans
  • Iodine Radioisotopes
  • Kinetics
  • Membrane Potentials / drug effects
  • Models, Molecular
  • Potassium Channels / drug effects*
  • Potassium Channels / metabolism
  • Quinolines / chemical synthesis*
  • Quinolines / pharmacology*
  • Scorpion Venoms / metabolism
  • Structure-Activity Relationship
  • T-Lymphocytes / chemistry*
  • T-Lymphocytes / drug effects*

Substances

  • Iodine Radioisotopes
  • Potassium Channels
  • Quinolines
  • Scorpion Venoms
  • Charybdotoxin