PhSeZnCl in the Synthesis of Steroidal β-Hydroxy-Phenylselenides Having Antibacterial Activity

Int J Mol Sci. 2019 Apr 29;20(9):2121. doi: 10.3390/ijms20092121.


We report here the reaction of in situ prepared PhSeZnCl with steroid derivatives having an epoxide as an electrophilic functionalization. The corresponding ring-opening reaction resulted to be regio- and stereoselective affording to novel phenylselenium-substituted steroids. Assessment of their antibacterial properties against multidrug-resistant bacteria, such as Pseudomonas aeruginosa Xen 5 strain, indicates an interesting bactericidal activity and their ability to prevent bacterial biofilm formation.

Keywords: antibacterial; antibiofilm; selenium; steroids.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Biofilms / drug effects
  • Chlorides / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Organoselenium Compounds / chemical synthesis
  • Organoselenium Compounds / chemistry*
  • Organoselenium Compounds / pharmacology*
  • Pseudomonas aeruginosa / drug effects
  • Steroids / chemistry*
  • Zinc Compounds / chemistry*


  • Anti-Bacterial Agents
  • Chlorides
  • Organoselenium Compounds
  • Steroids
  • Zinc Compounds
  • zinc chloride