A facile and efficient single-step approach for the fabrication of vancomycin functionalized polymer-based monolith as chiral stationary phase for nano-liquid chromatography

J Chromatogr A. 2018 Jul 6:1557:43-50. doi: 10.1016/j.chroma.2018.05.004. Epub 2018 May 3.

Abstract

A facile single-step preparation strategy for fabricating vancomycin functionalized organic polymer-based monolith within 100μm fused-silica capillary was developed. The synthetic chiral functional monomer, i.e 2-isocyanatoethyl methacrylate (ICNEML) derivative of vancomycin, was co-polymerized with the cross-linker ethylene dimethacrylate (EDMA) in the presence of methanol and dimethyl sulfoxide as the selected porogens. The co-polymerization conditions were systematically optimized in order to obtain satisfactory column performance. Adequate permeability, stability and column morphology were observed for the optimized poly(ICNEML-vancomycin-co-EDMA) monolith. A series of chiral drugs were evaluated on the monolith in either polar organic-phase or reversed-phase modes. After the optimization of separation conditions, baseline or partial enantioseparation were obtained for series of drugs including thalidomide, colchicine, carteolol, salbutamol, clenbuterol and several other β-blockers. The proposed single-step approach not only resulted in a vancomycin functionalized organic polymer-based monolith with acceptable performance, but also significantly simplified the preparation procedure by reducing time and labor.

Keywords: Enantioseparation; Nano-LC; Organic polymeric monolith; Vancomycin.

MeSH terms

  • Carteolol / analysis
  • Carteolol / isolation & purification
  • Chromatography, High Pressure Liquid / methods*
  • Chromatography, Reverse-Phase
  • Colchicine / analysis
  • Colchicine / isolation & purification
  • Isocyanates / chemistry
  • Methacrylates / chemistry
  • Nanotechnology
  • Pharmaceutical Preparations / analysis
  • Pharmaceutical Preparations / isolation & purification
  • Polymerization
  • Polymers / chemistry*
  • Reproducibility of Results
  • Silicon Dioxide / chemistry
  • Stereoisomerism
  • Thalidomide / analysis
  • Thalidomide / isolation & purification
  • Vancomycin / chemistry*

Substances

  • Isocyanates
  • Methacrylates
  • Pharmaceutical Preparations
  • Polymers
  • Thalidomide
  • Vancomycin
  • Silicon Dioxide
  • ethylene dimethacrylate
  • 2-isocyanatoethyl methacrylate
  • Carteolol
  • Colchicine