3-Acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid as novel vanilloid receptor agonists

Bioorg Med Chem Lett. 1999 Oct 18;9(20):2909-14. doi: 10.1016/s0960-894x(99)00513-2.

Abstract

A series of 3-acyloxy-2-phenalkylpropyl amides and esters of homovanillic acid were designed and synthesized as vanilloid receptor agonists containing the three principal pharmacophores of resiniferatoxin. Amide analogues 23, 5 and 11 were found to be potent agonists in vanilloid receptor assay both for ligand binding and for activation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Drug Design
  • Esters / chemistry*
  • Homovanillic Acid / analogs & derivatives*
  • Homovanillic Acid / chemical synthesis
  • Homovanillic Acid / pharmacology
  • Receptors, Drug / agonists*

Substances

  • Amides
  • Esters
  • Receptors, Drug
  • Homovanillic Acid