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The outer membrane permeability-increasing action of linear analogues of polymyxin B nonapeptide

M Vaara1

  • 1Department of Bacteriology and Immunology, University of Helsinki, Finland.

Drugs Under Experimental and Clinical Research
|January 1, 1991
PubMed

Insights

The cyclic structure of polymyxin B nonapeptide (PMBN) is essential for its outer membrane permeabilization activity. Linear PMBN analogues showed significantly reduced or no ability to sensitize Gram-negative bacteria to antibiotics.

Area of Science:

  • Microbiology
  • Biochemistry
  • Pharmacology

Background:

  • Polymyxin nonapeptides (PMBN) are deacylated polymyxin derivatives.
  • PMBN effectively permeabilizes the outer membrane (OM) of Gram-negative bacteria.
  • PMBN contains a characteristic heptapeptide ring structure.

Purpose of the Study:

  • To investigate the role of the cyclic moiety in PMBN's OM permeabilization.
  • To compare the activity of PMBN with its linear analogues.

Main Methods:

  • Synthesis of two linear PMBN analogues: linear arginyl polymyxin B decapeptide and linear lysyl polymyxin B nonapeptide.
  • Assessing OM permeabilization by measuring bacterial sensitization to hydrophobic antibiotics (rifampin, fusidic acid).
  • Testing activity against Escherichia coli and Pseudomonas aeruginosa.

Main Results:

  • PMBN (1-3 µg/ml) sensitized E. coli and P. aeruginosa 100-fold to antibiotics.
  • Linear arginyl polymyxin B decapeptide (100 µg/ml) showed only a 3-fold sensitization in E. coli and no activity in P. aeruginosa.
  • Linear lysyl polymyxin B nonapeptide lacked any sensitizing activity.

Conclusions:

  • The cyclic peptide ring of PMBN is critical for its outer membrane permeabilizing function.
  • Linearization of PMBN significantly diminishes or abolishes its antibacterial potentiating activity.

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