Antimicrobial Efficacy of Trifluoro-Anilines Against Vibrio Species

Int J Mol Sci. 2025 Jan 13;26(2):623. doi: 10.3390/ijms26020623.

Abstract

Vibrios are naturally present in marine ecosystems and are commonly allied with live seafood. Vibrio species frequently cause foodborne infections, with Vibrio parahaemolyticus recently becoming a significant contributor to foodborne illness outbreaks. In response, aniline and 68 of its aniline derivatives were studied due to their antibacterial effects targeting V. parahaemolyticus and Vibrio harveyi. Among these, 4-amino-3-chloro-5-nitrobenzotrifluoride (ACNBF) and 2-iodo-4-trifluoromethylaniline (ITFMA) demonstrated both antibacterial and antibiofilm properties. The minimum inhibitory concentrations (MIC) for ACNBF and ITFMA were 100 µg/mL and 50 µg/mL, respectively, against planktonic cells. The active compounds effectively suppressed biofilm formation in a manner dependent on the dosage. Additionally, these trifluoro-anilines significantly reduced virulence factors such as motility, protease activity, hemolysis, and indole production. Both trifluoro-anilines caused noticeable destruction to the membrane of bacterial cells and, at 100 µg/mL, exhibited bactericidal activity against V. parahaemolyticus within 30 min. Toxicity assays using the Caenorhabditis elegans and seed germination models showed that the compounds displayed mild toxicity. As a result, ACNBF and ITFMA inhibited the growth of both planktonic cells and biofilm formation. Furthermore, these active compounds effectively prevented the formation of biofilm on the surfaces of shrimp and squid models, highlighting their potential use in controlling seafood contamination.

Keywords: Vibrio harveyi; Vibrio parahaemolyticus; antibacterial; trifluoro-aniline.

MeSH terms

  • Aniline Compounds* / chemistry
  • Aniline Compounds* / pharmacology
  • Animals
  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / pharmacology
  • Biofilms* / drug effects
  • Caenorhabditis elegans / drug effects
  • Microbial Sensitivity Tests*
  • Vibrio parahaemolyticus* / drug effects
  • Vibrio* / drug effects
  • Virulence Factors

Substances

  • Aniline Compounds
  • Anti-Bacterial Agents
  • Virulence Factors

Supplementary concepts

  • Vibrio harveyi