Enantioseparation, recognition mechanisms and binding of xanthones on human serum albumin by liquid chromatography

Bioanalysis. 2019 Jun;11(13):1255-1274. doi: 10.4155/bio-2019-0074. Epub 2019 Jul 12.

Abstract

Aim: To develop a method for enantioseparation of several chiral derivatives of xanthones (CDXs) by LC using a human serum albumin-chiral stationary phase (HSA-CSP) and screening CDX-HSA affinity. Additionally, recognition mechanisms were investigated. Materials & methods: The influence of organic modifier, buffer type, pH and ionic strength of mobile phase, and temperature were explored. The affinity was determined by measuring the retention times and further calculation of bound percentage. Chiral recognition mechanisms were investigated by docking. Results: Enantioselectivity and resolution values ranged from 1.40 to 9.16 and 1.51 to 4.97. Bound percentages ranged from 79.02 to 99.99%. Conclusion: LC systematic study and binding affinity of CDXs on HSA-CSP are presented here for the first time, expanding the applications of HSA-CSP for this class of compounds.

Keywords: chiral derivatives of xanthones; human serum albumin; liquid chromatography.

MeSH terms

  • Binding Sites
  • Chromatography, High Pressure Liquid / methods*
  • Humans
  • Hydrogen-Ion Concentration
  • Molecular Docking Simulation
  • Osmolar Concentration
  • Protein Binding
  • Protein Structure, Tertiary
  • Serum Albumin, Human / chemistry
  • Serum Albumin, Human / metabolism*
  • Stereoisomerism
  • Temperature
  • Xanthones / chemistry
  • Xanthones / metabolism*

Substances

  • Xanthones
  • Serum Albumin, Human