Development of inositol-based antagonists for the D-myo-inositol 1,4,5-trisphosphate receptor

Chem Commun (Camb). 2011 Jan 7;47(1):242-4. doi: 10.1039/c0cc03003a. Epub 2010 Oct 11.

Abstract

The syntheses of four D-myo-inositol 1,4,5-trisphosphate (InsP(3)) derivatives, incorporating phosphate bioisosteres at the 5-position, are reported. The methyl phosphate ester and sulfate derivatives retain InsP(3) receptor (InsP(3)R) agonist activity; the compounds that possess a methylphosphonate or a carboxymethyl moiety are InsP(3)R antagonists.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Conformation
  • Inositol 1,4,5-Trisphosphate / analogs & derivatives
  • Inositol 1,4,5-Trisphosphate / chemistry
  • Inositol 1,4,5-Trisphosphate / pharmacology*
  • Inositol 1,4,5-Trisphosphate Receptors / antagonists & inhibitors*
  • Structure-Activity Relationship

Substances

  • Inositol 1,4,5-Trisphosphate Receptors
  • Inositol 1,4,5-Trisphosphate