Synthesis and antibacterial activity of 1beta-methyl-2-(5-substituted thiazolo pyrrolidin-3-ylthio)carbapenem derivatives

Eur J Med Chem. 2002 Sep;37(9):743-54. doi: 10.1016/s0223-5234(02)01397-1.

Abstract

The synthesis of a new series of 1beta-methylcarbapenems having the substituted thiazolopyrrolidine moiety is described. Their in vitro antibacterial activities against both Gram-positive including MRSA and Gram-negative bacteria were tested and the effect of substituent on the thiazole ring was investigated. A particular compound (28c) having 4'-amide substituted thiazole moiety showed the most potent antibacterial activity.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Bacteria / drug effects*
  • Carbapenems / chemical synthesis*
  • Carbapenems / chemistry
  • Dipeptidases / metabolism
  • Indicators and Reagents
  • Kidney / enzymology
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Methicillin Resistance
  • Microbial Sensitivity Tests
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Staphylococcus aureus / drug effects
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Carbapenems
  • Indicators and Reagents
  • Dipeptidases
  • dipeptidase