Synthesis of bisboron compounds and their strong inhibitory activity on store-operated calcium entry

Bioorg Med Chem Lett. 2010 Feb 15;20(4):1395-8. doi: 10.1016/j.bmcl.2009.12.108. Epub 2010 Jan 11.

Abstract

Store-operated calcium entry (SOCE) is an important mechanism for replenishing intracellular calcium stores and for sustaining calcium signaling. We developed a method for synthesis of bisboron compounds that have two borinic acids or their esters in one molecule. These compounds are analogues of 2-APB, which is widely used as a membrane-permeable SOCE inhibitor. Further, we examined the effect of the newly synthesized bisboron compounds on SOCE in Jurkat T cells. All the bisboron compounds showed strong inhibitory activity on SOCE, with IC50 values of less than 1 microM, which were 20-45 times lower than observed with 2-APB.

MeSH terms

  • Borinic Acids / chemical synthesis*
  • Borinic Acids / chemistry
  • Borinic Acids / pharmacology
  • Boron Compounds / chemical synthesis*
  • Boron Compounds / chemistry
  • Boron Compounds / pharmacology
  • Calcium / antagonists & inhibitors*
  • Calcium / metabolism*
  • Calcium Channels
  • Humans
  • Inhibitory Concentration 50
  • Jurkat Cells
  • Molecular Structure
  • Signal Transduction / drug effects

Substances

  • Borinic Acids
  • Boron Compounds
  • Calcium Channels
  • 2-aminoethoxydiphenyl borate
  • Calcium