Synthesis, Characterizations, and Use of O-Stearoyl Mannose Ligand-Engineered Lipid Nanoarchitectonics for Alveolar Macrophage Targeting

Assay Drug Dev Technol. 2020 Aug/Sep;18(6):249-260. doi: 10.1089/adt.2020.999.

Abstract

The main challenging aspect in the management of tuberculosis (TB) diseases is effective alveolar macrophages targeting. Macrophage mannose receptor plays a predominant role in stimulating immune systems by TB pathogen. Our earlier in silico computational studies revealed that O-stearoyl mannose (OSM) possesses a higher affinity with macrophage mannose receptors. Therefore, keeping this in view, we developed OSM with the association of stearic acid and d-mannose as initial reactants by the esterification process. Preliminary confirmation of reaction was assessed with thin-layer chromatography experimentation, whereas further confirmation followed by in vitro characterization with several analytical experimental tools such as fourier transform near-infrared, differential scanning calorimetry, and electrospray ionization-assisted mass spectrometry confirms the formation of the OSM. This synthesized and well-characterized OSM as a ligand was further incubated with surface-engineered lipid nanoarchitectonics to achieve OSM ligand-engineered lipid nanoarchitectonics and earlier explored for its safety study through hemolysis assay and potential in vitro triggering efficiency in human alveolar macrophages (THP-1 cells) to validate its active targeting efficiency. Graphical Abstract [Figure: see text].

Keywords: O-stearoyl mannose; active targeted delivery; ligand; lipid nanoarchitectonics; macrophages targeting; pharmacoengineering.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Humans
  • Ligands
  • Lipids / chemistry*
  • Macrophages, Alveolar / drug effects*
  • Mannose / chemical synthesis
  • Mannose / chemistry
  • Mannose / pharmacology*
  • Molecular Structure
  • Nanostructures / chemistry*
  • Nanotechnology
  • Stearic Acids / chemical synthesis
  • Stearic Acids / chemistry
  • Stearic Acids / pharmacology*
  • Tuberculosis / drug therapy*

Substances

  • Ligands
  • Lipids
  • Stearic Acids
  • stearic acid
  • Mannose