6-(substituted methylene)penems, potent broad spectrum inhibitors of bacterial beta-lactamase. V. Chiral 1,2,3-triazolyl derivatives

J Antibiot (Tokyo). 1991 Sep;44(9):969-78. doi: 10.7164/antibiotics.44.969.

Abstract

Structure-activity relationships in a series of (5R)-6-triazolylmethylene penems with potent beta-lactamase inhibitory activity are described. In most cases, their in vitro synergistic activity with amoxycillin is superior to that of clavulanic acid, sulbactam and tazobactam (YTR 830). Against an Escherichia coli TEM-1 infection in mice, the compounds showed a broad range of potencies; an optimum polarity was found, however, which gave maximum potency.

MeSH terms

  • Amoxicillin / pharmacology
  • Animals
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Drug Synergism
  • Escherichia coli Infections / drug therapy
  • Humans
  • Mice
  • Microbial Sensitivity Tests
  • Structure-Activity Relationship
  • Triazoles / chemical synthesis*
  • Triazoles / pharmacology
  • beta-Lactamase Inhibitors*

Substances

  • Anti-Bacterial Agents
  • Triazoles
  • beta-Lactamase Inhibitors
  • Amoxicillin