Identification of 1-isopropylsulfonyl-2-amine benzimidazoles as a new class of inhibitors of hepatitis B virus

Eur J Med Chem. 2007 Nov-Dec;42(11-12):1358-64. doi: 10.1016/j.ejmech.2007.03.005. Epub 2007 Mar 31.

Abstract

A series of 1-isopropylsulfonyl-2-amine benzimidazole derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. In general, these derivatives are potent HBV inhibitors (IC(50)<4 microM) with high selectivity indices (SIs>40). Compounds 5b-e, g, j, and 9a were among the most prominent compounds, with IC(50)s of 0.70-2.0 microM and SIs of 41-274. The potent anti-HBV activity and safety profiles of the most promising compounds 5d and j (IC(50)s=0.70 microM, SIs>120) demonstrate the potential of this series of benzimidazoles for the development of new anti-HBV drugs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / chemistry
  • Benzimidazoles / pharmacology*
  • Benzimidazoles / toxicity
  • Cattle
  • Cell Death / drug effects
  • Cell Line, Tumor
  • DNA, Viral / biosynthesis
  • Hepatitis B virus / drug effects*
  • Hepatitis B virus / physiology
  • Humans
  • Inhibitory Concentration 50

Substances

  • Benzimidazoles
  • DNA, Viral
  • benzimidazole