Zein Nanoparticles Containing Arginine-Based Surfactants: Physicochemical Characterization and Effect on the Biological Properties

Int J Mol Sci. 2023 Jan 29;24(3):2568. doi: 10.3390/ijms24032568.

Abstract

Cationic surfactants carry antimicrobial activity, based on their interaction and disruption of cell membranes. Nonetheless, their intrinsic toxicity limits their applicability. To overcome this issue, a feasible strategy consists of using solid nanoparticles to improve their delivery. The zein nanoparticles were loaded with four cationic arginine-based surfactants: one single chain Nα-lauroyl-arginine (LAM) and three Gemini surfactants Nα Nω-Bis (Nα-lauroyl-arginine) α, ω-diamide) (C3(LA)2, C6(LA)2 and C9(LA)2). Blank and loaded zein nanoparticles were characterized in terms of size, polydispersity and zeta potential. Furthermore, the antimicrobial activity against bacteria and yeasts and the hemolytic activity were investigated and compared to the surfactants in a solution. Nanoparticles were found to be monodisperse, presenting a size of between 180-341 nm, a pdI of <0.2 and a positive zeta potential of between +13 and +53 mV, remaining stable over 365 days. The nanoencapsulation maintained the antimicrobial activity as unaltered, while the extensive hemolytic activity found for the surfactants in a solution was reduced drastically. Nuclear Magnetic Ressonance (NMR), molecular docking and monolayer findings indicated that zein entraps the surfactants, interfering in the surfactant-membrane interactions. Accordingly, the nanoepcasulation of arginine surfactants improved their selectivity, while the cationic charges were free to attack and destroy bacteria and fungi; the aliphatic chains were not available to disrupt the cellular membranes.

Keywords: amino acid surfactants; antimicrobial; docking; hemolytic; interaction; monolayer; nanoparticles; nuclear magnetic ressonance; zein.

MeSH terms

  • Anti-Infective Agents* / chemistry
  • Anti-Infective Agents* / pharmacology
  • Arginine / chemistry
  • Bacteria
  • Molecular Docking Simulation
  • Nanoparticles*
  • Surface-Active Agents / chemistry
  • Surface-Active Agents / pharmacology
  • Zein*

Substances

  • Zein
  • Surface-Active Agents
  • Arginine
  • Anti-Infective Agents