Selective inhibition of the bacterial translocase reaction in peptidoglycan synthesis by mureidomycins

Antimicrob Agents Chemother. 1993 May;37(5):980-3. doi: 10.1128/AAC.37.5.980.

Abstract

Mureidomycins (MRDs) A and C inhibited strongly the formation of undecaprenyl pyrophosphoryl N-acetylmuramyl-pentapeptide (lipid intermediate I), which is an intermediate in bacterial peptidoglycan synthesis (50% inhibitory concentration [IC50] of MRD A, 0.05 microgram/ml). However, they did not inhibit the formation of dolichyl pyrophosphoryl N-acetylglucosamine (Dol-p-p-GlcNAc), dolichyl phosphoryl glucose, or dolichyl phosphoryl mannose, the precursors for mammalian glycoprotein synthesis, or the formation in Bacillus subtilis of lipid-linked N-acetylglucosamine for teichoic acid synthesis (IC50s, > 100 micrograms/ml). In contrast, tunicamycin (TCM) inhibited strongly the formation of Dol-p-p-GlcNAc (IC50, 0.03 microgram/ml) but inhibited weakly the formation of bacterial lipid intermediate I (IC50, 44 micrograms/ml). When the effects of MRDs A and C and TCM on the growth of mammalian cells were compared, MRDs did not show any toxicity, even at 1,000 micrograms/ml, whereas TCM inhibited the growth of BALB/3T3 cells at 10 micrograms/ml. On the basis of these results, it was concluded that MRDs are the first specific and potent inhibitors of the translocase reaction in bacterial peptidoglycan synthesis, showing a high level of toxicity against bacteria and a low level of toxicity against mammalian cells. A specific inhibitor of translocase could be a potent antibiotic with highly selective toxicity.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / pharmacology*
  • Bacillus subtilis / drug effects
  • Bacillus subtilis / enzymology
  • Bacteria / drug effects
  • Bacteria / enzymology*
  • Cells, Cultured
  • Liver / enzymology
  • Male
  • Mice
  • Mice, Inbred BALB C
  • Nucleosides / pharmacology
  • Nucleosides / toxicity
  • Peptides / pharmacology
  • Peptides / toxicity
  • Peptidoglycan / biosynthesis*
  • Peptidoglycan / drug effects
  • Peptidyl Transferases / antagonists & inhibitors*
  • Rats

Substances

  • Anti-Bacterial Agents
  • Nucleosides
  • Peptides
  • Peptidoglycan
  • mureidomycin A
  • mureidomycin C
  • Peptidyl Transferases