Antibiofilm and Antimicrobial Potentials of Novel Synthesized Sulfur Camphor Derivatives

Int J Mol Sci. 2024 Oct 10;25(20):10895. doi: 10.3390/ijms252010895.

Abstract

The question being posed by scientists around the world is how different chemical modifications of naturally occurring compounds will affect their antimicrobial properties. In the current study, sulfur derivatives of camphor containing a sulfur atom were tested to detect their antimicrobial and antibiofilm potentials. The new compounds were tested on eight Gram-positive strains (S. aureus (3 isolates), S. epidermidis (4 isolates), and E. faecalis (1 isolate)) and eight Gram-negative strains (E. coli (6 isolates), A. baumannii (1 isolate), and P. aeruginosa (1 isolate)). The ability of the strains to eradicate a biofilm was evaluated under standard stationary and flow-through conditions using the Bioflux system. Two synthesized compounds, namely rac-thiocamphor (1a) and (S, S)-(+)-thiocamphor (2a), exhibited an effect on the 24 h biofilm formed by the Gram-positive strains. Our results are an important contribution to the science of natural compounds and allow us to classify our sulfur derivatives of camphor as potential prophylactic agents in treating skin infections, antiseptics, and disinfectants. The Gram-negative strains were excluded from further stages of the tests due to their high activity (MIC ≥ 512 µg/mL). On the other hand, the compound with the strongest antimicrobial activity against the Gram-positive strains was 2a, as it led led to a reductions in cell viability of 17-52% (for MIC), 37-66% (for 2MIC), and 40-94% (for 4MIC). In addition, the experimental retention index of thiocamphor was calculated for the first time.

Keywords: antibiofilm activity; antimicrobial activity; camphor; monoterpenoids; skin infections; sulfur derivatives.

MeSH terms

  • Anti-Bacterial Agents* / chemical synthesis
  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / pharmacology
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Biofilms* / drug effects
  • Camphor* / analogs & derivatives
  • Camphor* / chemical synthesis
  • Camphor* / chemistry
  • Camphor* / pharmacology
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Humans
  • Microbial Sensitivity Tests*
  • Sulfur / chemistry
  • Sulfur / pharmacology

Substances

  • Camphor
  • Anti-Bacterial Agents
  • Sulfur
  • Anti-Infective Agents

Grants and funding

This work was financed in the framework attributed by National Science Centre, Poland of the grant number 2020/39/B/NZ9/02741 to R.K. and the Wroclaw Medical University statutory research funds, SUBZ.A130.23.070, to A.D.-M.