Study on the effects of different dimerization positions on biological activity of partial d-Amino acid substitution analogues of Anoplin

Microb Pathog. 2020 Feb:139:103871. doi: 10.1016/j.micpath.2019.103871. Epub 2019 Nov 14.

Abstract

Antimicrobial peptides have recently attracted much attention due to their broad-spectrum antimicrobial activity, rapid microbial effects, and minimal tendency toward resistance development. In this study, a series of new C-C terminals and C-N terminals dimer peptides were designed and synthesized by intermolecular dimerization of the partial d-amino acid substitution analogues of Anoplin, and the effects of different dimerization positions on biological activity were researched. The antimicrobial activity and stability of the new C-C terminals and C-N terminals dimer peptides were significantly improved compared with their parent peptide Anoplin. They displayed no obvious hemolytic activity and lower cytotoxicity, with a higher therapeutic index. Furthermore, the new dimer peptides not only enabled to rapidly disrupt bacterial membrane and damage its integrity which was different from conventional antibiotics but also penetrated bacterial membrane into binding to intracellular genomic DNA. More importantly, the new dimer peptides showed excellent antimicrobial activity against multidrug-resistant strains isolated from clinics in contrast to conventional antibiotics with low tendency to develop the bacterial resistance, besides they exhibited better anti-biofilm activity than antibiotic Rifampicin. Interestingly, the C-N terminals dimer peptides were superior to C-C terminals ones in antimicrobial and anti-biofilm activity, therapeutic index, outer membrane permeability, and DNA binding ability, whereas there were no noteworthy effects in different dimerization positions on stability. Thus, these data suggested that dimerization in different positions represented a potent strategy to develop novel antimicrobial agents for fighting against increasing bacterial resistance.

Keywords: Anoplin; Biological activity; Different dimerization positions; Dimer antimicrobial peptides; Multidrug-resistant bacteria.

MeSH terms

  • Amino Acid Substitution*
  • Animals
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Antimicrobial Cationic Peptides / chemistry
  • Antimicrobial Cationic Peptides / genetics*
  • Antimicrobial Cationic Peptides / metabolism*
  • Antimicrobial Cationic Peptides / pharmacology
  • Bacteria / drug effects
  • Bacterial Proteins / chemistry
  • Bacterial Proteins / metabolism
  • Biofilms / drug effects
  • Cell Membrane Permeability / drug effects
  • Dose-Response Relationship, Drug
  • Drug Resistance, Bacterial
  • Mice
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Protein Multimerization*
  • Spectrum Analysis
  • Wasp Venoms / chemistry
  • Wasp Venoms / genetics*
  • Wasp Venoms / metabolism*
  • Wasp Venoms / pharmacology

Substances

  • Anti-Infective Agents
  • Antimicrobial Cationic Peptides
  • Bacterial Proteins
  • Wasp Venoms
  • anoplin