Syntheses of quinolone hydrochloride enantiomers from synthons (R)- and (S)-2-methylpiperazine

Bioorg Med Chem. 2005 Apr 1;13(7):2451-8. doi: 10.1016/j.bmc.2005.01.032.

Abstract

A series of R and S enantiomers of 7-(3-methylpiperazin-1-yl) quinolone derivatives were synthesized from (R)- and (S)-tert-butyl 2-methylpiperazine-1-carboxylate and tested for their antibacterial activities on 14 kinds of bacteria. Although no distinct difference in in vitro antibacterial activities was observed, 2-64-fold difference between R and S enantiomers was observed in approximately 52% of cases.

MeSH terms

  • Molecular Structure
  • Piperazines / chemical synthesis
  • Piperazines / chemistry*
  • Quinolones / chemical synthesis*
  • Stereoisomerism

Substances

  • Piperazines
  • Quinolones