Synthesis and antimicrobial activity of molecular hybrids based on eugenol and chloramphenicol pharmacophores

Folia Microbiol (Praha). 2023 Dec;68(6):823-833. doi: 10.1007/s12223-023-01057-9. Epub 2023 Apr 29.

Abstract

In the constant search for new pharmacological compounds, molecular hybridisation is a well-known technique whereby two or more known pharmacophoric subunits are combined to create a new "hybrid" compound. This hybrid is expected to maintain the characteristics of the original compounds whilst demonstrating improvements to their pharmacological action. Accordingly, we report here a series of molecular hybrid compounds based upon eugenol and chloramphenicol pharmacophores. The hybrid compounds were screened for their in vitro antimicrobial potential against Gram-negative and Gram-positive bacteria and also rapidly growing mycobacteria (RGM). The results highlight that the antimicrobial profiles of the hybrid compounds improve in a very clear fashion when moving through the series. The most prominent results were found when comparing the activity of the hybrid compounds against some of the multidrug-resistant clinical isolates of Pseudomonas aeruginosa, methicillin-resistant clinical isolates of Staphylococcus aureus (MRSA) and clinical isolates of rapidly growing mycobacteria.

Keywords: Antimicrobial; Chloramphenicol; Eugenol; Hybridisation; Rapidly growing mycobacteria.

MeSH terms

  • Anti-Bacterial Agents / therapeutic use
  • Anti-Infective Agents* / pharmacology
  • Chloramphenicol / pharmacology
  • Eugenol / pharmacology
  • Methicillin-Resistant Staphylococcus aureus*
  • Microbial Sensitivity Tests
  • Pharmacophore
  • Staphylococcus aureus

Substances

  • Chloramphenicol
  • Eugenol
  • Anti-Infective Agents
  • Anti-Bacterial Agents