Interaction of zincite, alpha-terpineol, geranyl acetate, linalool, myrcenol, terpinolene, and thymol with virulence factors of Escherichia coli, Mycobacterium tuberculosis, Pseudomonas aeruginosa, and Staphylococcus aureus

Expert Rev Anti Infect Ther. 2024 Apr;22(4):253-272. doi: 10.1080/14787210.2023.2238123. Epub 2023 Jul 23.

Abstract

Background: Based on gas chromatography - mass spectrometry (GC-MS) results of a previous study, six metabolites including alpha-terpineol, geranyl acetate, linalool, myrcenol, terpinolene, and thymol showed significantly higher amounts relative to other metabolites.

Methods: A continuation of the previous study, the interaction of these metabolites with the main virulence factors of P. aeruginosa (pseudomonas elastase and exotoxin A), Staphylococcus aureus (alpha-hemolysin and protein 2a), Mycobacterium tuberculosis (ESX-secreted protein B and the serine/threonine protein kinase), and Escherichia coli (heat-labile enterotoxin and Shiga toxin) were evaluated by molecular docking study and molecular simulation.

Results: In the case of Shiga toxin, higher and lower binding affinities were related to alpha-terpinolene and zincite with values of -5.8 and -2.6 kcal/mol, respectively. For alpha-hemolysin, terpinolene and alpha-terpinolene demonstrated higher binding affinities with similar energies of -5.9 kcal/mol. Thymol and geranyl acetate showed lower binding energy of -5.7 kcal/mol toward protein 2a. Furthermore, thymol had a higher binding affinity toward heat-labile enterotoxin and ESX-secreted protein B with values of -5.9 and -6.1 kcal/mol, respectively.

Conclusions: It is concluded that the availability of secondary metabolites of A. haussknechtii surrounding zinc oxide (ZnO) NPs can hinder P. aeruginosa by inactivating Pseudomonas elastase and exotoxin.

Keywords: Biocompatible NPs; Zinc oxide NPs; medicinal plant species; multidrug-resistant bacteria; primary and secondary metabolites.

MeSH terms

  • Acetates*
  • Acyclic Monoterpenes*
  • Cyclohexane Monoterpenes*
  • Enterotoxins
  • Escherichia coli
  • Exotoxins
  • Hemolysin Proteins
  • Humans
  • Molecular Docking Simulation
  • Monoterpenes*
  • Mycobacterium tuberculosis*
  • Octanols*
  • Pancreatic Elastase
  • Pseudomonas aeruginosa
  • Shiga Toxins
  • Staphylococcal Infections*
  • Staphylococcus aureus
  • Thymol / chemistry
  • Virulence Factors

Substances

  • 7-hydroxy-7-methyl-3-methylene-1-octene
  • Thymol
  • geranyl acetate
  • terpinolene
  • linalool
  • alpha-terpineol
  • Virulence Factors
  • Hemolysin Proteins
  • Enterotoxins
  • Exotoxins
  • Shiga Toxins
  • Pancreatic Elastase
  • Acetates
  • Cyclohexane Monoterpenes
  • Monoterpenes
  • Acyclic Monoterpenes
  • Octanols