Anthracene based compounds as new L-type Ca2+ channel blockers: design, synthesis, and full biological profile

J Med Chem. 2009 Mar 12;52(5):1259-62. doi: 10.1021/jm801589x.

Abstract

L-Type Ca(2+) channels (LTCCs) play a key role in the regulation of vascular smooth muscle contraction, and substances that interfere with their function (Ca(2+) channel blockers) are widely used in the therapy of hypertension. Here, we report anthracene-maleimide derivatives as new LTCC blockers. Among these, 3, lacking intracellular effects, was investigated in more detail. The results show that 3 binds preferentially to inactivated LTCCs, directly interacting with the pore-forming subunit of the channel.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthracenes / chemical synthesis*
  • Anthracenes / chemistry
  • Anthracenes / pharmacology
  • Arteries / drug effects
  • Arteries / physiology
  • Calcium Channel Agonists / pharmacology
  • Calcium Channel Blockers / chemical synthesis*
  • Calcium Channel Blockers / chemistry
  • Calcium Channel Blockers / pharmacology
  • Calcium Channels, L-Type / physiology*
  • Drug Design
  • In Vitro Techniques
  • Maleimides / chemical synthesis*
  • Maleimides / chemistry
  • Maleimides / pharmacology
  • Muscle Contraction / drug effects
  • Muscle, Skeletal / metabolism
  • Muscle, Smooth, Vascular / drug effects
  • Muscle, Smooth, Vascular / physiology
  • Protein Subunits / physiology
  • Rabbits
  • Radioligand Assay
  • Rats
  • Structure-Activity Relationship

Substances

  • Anthracenes
  • Calcium Channel Agonists
  • Calcium Channel Blockers
  • Calcium Channels, L-Type
  • Maleimides
  • Protein Subunits