Synthesis and evaluation of novel bacterial rRNA-binding benzimidazoles by mass spectrometry

Bioorg Med Chem Lett. 2004 Feb 9;14(3):695-9. doi: 10.1016/j.bmcl.2003.11.031.

Abstract

A series of novel benzimidazoles were efficiently synthesized using both solution- and solid-phase chemistry. These compounds were found to bind to the bacterial 16S ribosomal RNA A-site with micromolar affinities using unique mass spectrometry-based assays.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Base Pairing
  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / metabolism
  • Benzimidazoles / pharmacology*
  • Binding Sites
  • Escherichia coli
  • Mass Spectrometry
  • Models, Molecular
  • Nucleic Acid Conformation
  • RNA, Bacterial / chemistry
  • RNA, Bacterial / metabolism*
  • RNA, Ribosomal, 16S / chemistry
  • RNA, Ribosomal, 16S / metabolism*
  • Structure-Activity Relationship

Substances

  • Benzimidazoles
  • RNA, Bacterial
  • RNA, Ribosomal, 16S