Polysorbate 21 Can Modulate the Antibacterial Potential of Two Pyrazol Derivatives

Biomolecules. 2022 Dec 6;12(12):1819. doi: 10.3390/biom12121819.

Abstract

The combination of two compounds with known antimicrobial activity may, in some cases, be an effective way to limit the resistance to antibiotics of specific pathogens. Molecules carrying pyrazole moiety are well known for their bioactive properties and have wide applicability in the medical and pharmaceutical field. Surfactants have, among other useful properties, the ability to affect the growth of microorganisms. The paper reports on the effect of the combination of two pyrazole derivatives, (1H-pyrazol-1-yl) methanol 1-hydroxymethylpyrazole (SAM1) and 1,1'methandiylbis (1H-pyrazol) (AM1), with sorbitan monolaurate (polysorbate 21, Tween 21, T21) on the growth of Gram-positive and Gram-negative bacteria. The results demonstrated a different ability of this combination to inhibit Staphylococcus aureus and Escherichia coli. T21 intensified the inhibitory activity of the pyrazoles to a greater extent in the Gram-negative bacteria compared to the Gram-positive ones, a fact confirmed by time-kill experiments. The experimental data showed that the association of T21 with the pyrazoles led to the increased release of intracellular material and a more intense uptake of crystal violet, which indicates that the potentiation of the antibacterial effect was based on the modification of the normal permeability of bacterial cells. T21 acted as a modulating factor and increased the permeability of the membrane, allowing the accelerated penetration of the pyrazoles inside the bacterial cells. This fact is important in controlling the global increase in microbial resistance to antibiotics and antimicrobials and finding viable solutions to overcome the antibiotic crisis. The paper highlights the possibility of using non-toxic surfactant molecules in antimicrobial combinations with practical applications. This could widen the range of adjuvants in applications which would be useful in the control of resistant microorganisms.

Keywords: Gram-negative bacteria; Gram-positive bacteria; antibacterial activity; crystal violet uptake; membrane permeability; polysorbate 21; pyrazole derivatives.

MeSH terms

  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / pharmacology
  • Anti-Infective Agents* / pharmacology
  • Gram-Negative Bacteria
  • Gram-Positive Bacteria
  • Microbial Sensitivity Tests
  • Polysorbates
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology
  • Surface-Active Agents / pharmacology

Substances

  • Anti-Bacterial Agents
  • Polysorbates
  • Anti-Infective Agents
  • Pyrazoles
  • Surface-Active Agents

Grants and funding

This research received no external funding.