Efficient transmembrane anion transport mediated by a bis(imidazolyl)-functionalized bis(choloyl) conjugate

Bioorg Med Chem Lett. 2016 Aug 1;26(15):3665-8. doi: 10.1016/j.bmcl.2016.05.089. Epub 2016 Jun 1.

Abstract

A bis(imidazolyl)-functionalized bis(choloyl) conjugate was synthesized and assessed for its transmembrane anionophoric activity by means of chloride ion selective electrode technique and pyranine assays. The results indicate that under the assay conditions, this conjugate was capable of mediating the symport of proton and anions, presumably via a channel mechanism. In addition, this compound was found to exhibit much higher anionophoric activity than the analogue without imidazolyl groups, revealing the significant role of the imidazolyl groups in the anion transport process.

Keywords: Anion transporter; Anionophoric activity; Cholic acid; Imidazole.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biological Transport / drug effects
  • Chickens
  • Chlorides / chemistry
  • Chlorides / metabolism*
  • Cholic Acids / chemistry
  • Cholic Acids / pharmacology*
  • Dose-Response Relationship, Drug
  • Imidazoles / chemistry
  • Imidazoles / pharmacology*
  • Ion Transport / drug effects*
  • Liposomes / chemistry
  • Liposomes / metabolism*
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Chlorides
  • Cholic Acids
  • Imidazoles
  • Liposomes
  • imidazole