DNA binding ligands targeting drug-resistant Gram-positive bacteria. Part 2: C-terminal benzimidazoles and derivatives

Bioorg Med Chem Lett. 2004 Mar 8;14(5):1259-63. doi: 10.1016/j.bmcl.2003.12.043.

Abstract

The synthesis and in vitro potency of DNA minor-groove binding antibacterials lacking the C-terminal amide bond are described. The crescent shaped molecules bear the positively charged amino group at an internal pyrrole unit instead of the C-terminus. Three structural parameters were investigated: the N-terminal unit, the internal amino group, and the C-terminal ring system. Several compounds demonstrated good in vitro potency against various Gram-positive bacteria and some molecules were moderately active against Escherichia coli, a representative Gram-negative strain.

Publication types

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

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / metabolism*
  • Anti-Bacterial Agents / pharmacology
  • Benzimidazoles / chemistry
  • Benzimidazoles / metabolism*
  • Benzimidazoles / pharmacology
  • DNA / metabolism*
  • Drug Delivery Systems / methods*
  • Drug Resistance, Bacterial / physiology
  • Gram-Positive Bacteria / drug effects*
  • Gram-Positive Bacteria / metabolism*
  • Ligands
  • Microbial Sensitivity Tests
  • Protein Binding / physiology

Substances

  • Anti-Bacterial Agents
  • Benzimidazoles
  • Ligands
  • DNA