Synthesis and biological evaluation of 1beta-methylcarbapenems having guanidino moieties

Eur J Med Chem. 2006 Jan;41(1):50-5. doi: 10.1016/j.ejmech.2004.12.009. Epub 2005 Nov 2.

Abstract

The synthesis of a new series of 1beta-methylcarbapenems having the substituted guanidinocarbonyl pyrrolidine moieties is described. Their in vitro antibacterial activities against both Gram-positive including MRSA and Gram-negative bacteria were tested and the effect of substituents on the pyrrolidine ring was investigated. In particular, the compound Ib having piperazinylguanidine moiety showed the most potent antibacterial activity.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Carbapenems / chemical synthesis*
  • Carbapenems / pharmacology
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Guanidines / chemistry*
  • Microbial Sensitivity Tests
  • Pyrrolidines / chemistry*
  • Structure-Activity Relationship

Substances

  • 1 beta-methylcarbapenem
  • Anti-Bacterial Agents
  • Carbapenems
  • Guanidines
  • Pyrrolidines