Bioactive Properties of a Novel Antibacterial Dye Obtained from Laccase-Mediated Oxidation of 8-Anilino-1-naphthalenesulfonic Acid

Molecules. 2022 Jan 13;27(2):487. doi: 10.3390/molecules27020487.

Abstract

Fungal laccase obtained from a Cerrena unicolor strain was used as an effective biocatalyst for the transformation of 8-anilino-1-naphthalenesulfonic acid into a green-coloured antibacterial compound, which can be considered as both an antimicrobial agent and a textile dye, simultaneously. The process of biosynthesis was performed in buffered solutions containing methanol as a co-solvent, allowing better solubilisation of substrate. The transformation process was optimised in terms of the buffer pH value, laccase activity, and concentrations of the substrate and co-solvent. The crude product obtained exhibited low cytotoxicity, antibacterial properties against Staphylococcus aureus and Staphylococcus epidermidis, and antioxidant properties. Moreover, the synthesised green-coloured compound proved non-allergenic and demonstrated a high efficiency of dyeing wool fibres.

Keywords: bioactive compounds; biocatalysis; laccase.

MeSH terms

  • Adult
  • Aged
  • Aliivibrio fischeri / drug effects
  • Anilino Naphthalenesulfonates / chemistry
  • Anilino Naphthalenesulfonates / metabolism*
  • Anti-Bacterial Agents / biosynthesis
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Anti-Bacterial Agents / toxicity
  • Antioxidants / chemistry
  • Antioxidants / metabolism
  • Antioxidants / pharmacology
  • Antioxidants / toxicity
  • Biocatalysis
  • Cell Line
  • Colon / drug effects
  • Coloring Agents / chemistry*
  • Coloring Agents / metabolism
  • Coloring Agents / pharmacology*
  • Coloring Agents / toxicity
  • Epithelial Cells / drug effects
  • Female
  • Fibroblasts / drug effects
  • Fungi / enzymology
  • Healthy Volunteers
  • Humans
  • Hypersensitivity
  • Laccase / chemistry
  • Laccase / metabolism*
  • Male
  • Middle Aged
  • Oxidation-Reduction
  • Skin / drug effects
  • Staphylococcus aureus / drug effects
  • Staphylococcus epidermidis / drug effects

Substances

  • 8-anilino-1-naphthalenesulfonic acid
  • Anilino Naphthalenesulfonates
  • Anti-Bacterial Agents
  • Antioxidants
  • Coloring Agents
  • Laccase