Highly Active, Entirely Biobased Antimicrobial Pickering Emulsions

ChemMedChem. 2021 Jul 20;16(14):2223-2230. doi: 10.1002/cmdc.202100030. Epub 2021 May 21.

Abstract

We present the development of surfactant-free, silica-free and fully biobased oil-in-water antimicrobial Pickering emulsions, based on the self-assembly of β-cyclodextrin and phytoantimicrobial oils (terpinen-4-ol or carvacrol). Undecylenic acid (UA), derived from castor oil, can be used as bio-based drug to treat fungal infection, but is less effective than petroleum-based drugs as azole derivatives. To maximize its antifungal potential, we have incorporated UA in fully biobased Pickering emulsions. These emulsions are effective against fungi, Gram-positive and Gram-negative bacteria. The carvacrol emulsion charged with UA is +390 % and +165 % more potent against methicillin-resistant S. aureus (MRSA), compared to UA and azole-based commercial formulations. Moreover, this emulsion is up to +480 % more efficient that UA ointment against C. albicans. Finally, remarkable eradication of E. coli and MRSA biofilms was obtained with this environmental-friendly emulsion.

Keywords: antimicrobial and anti-biofilm; biobased Pickering emulsion; cyclodextrin; phytochemical; undecylenic acid.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Candida albicans / drug effects
  • Castor Oil / chemistry
  • Cymenes / chemical synthesis
  • Cymenes / chemistry
  • Cymenes / pharmacology*
  • Dose-Response Relationship, Drug
  • Emulsions / chemical synthesis
  • Emulsions / chemistry
  • Emulsions / pharmacology
  • Escherichia coli / drug effects
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Structure-Activity Relationship
  • Undecylenic Acids / chemical synthesis
  • Undecylenic Acids / chemistry
  • Undecylenic Acids / pharmacology*
  • beta-Cyclodextrins / chemical synthesis
  • beta-Cyclodextrins / chemistry
  • beta-Cyclodextrins / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Cymenes
  • Emulsions
  • Undecylenic Acids
  • beta-Cyclodextrins
  • Castor Oil
  • carvacrol
  • betadex
  • undecylenic acid