Studies on prodrugs. 5. Synthesis and antimicrobial activity of N-(oxoalkyl)norfloxacin derivatives

J Med Chem. 1986 Oct;29(10):2020-4. doi: 10.1021/jm00160a037.

Abstract

Several N-(oxoalkyl)norfloxacin derivatives (3a-g) were synthesized and evaluated for antibacterial activity in vitro and in vivo. Most of the compounds exhibited in vitro activity comparable to that of norfloxacin for Gram-positive bacteria, whereas their activity was lower than for Gram-negative bacteria. N-(2-Oxopropyl)norfloxacin (3b) liberated norfloxacin in the blood after oral administration in mice, and the serum level of norfloxacin was about 3-fold higher than that of norfloxacin itself. Thus, 3b showed high antibacterial activity in vivo.

MeSH terms

  • Animals
  • Bacteria / drug effects
  • Biotransformation
  • Male
  • Mice
  • Norfloxacin / chemical synthesis*
  • Norfloxacin / metabolism
  • Norfloxacin / pharmacology

Substances

  • Norfloxacin