Metal organic framework HKUST-1 modified with carboxymethyl-β-cyclodextrin for use in improved open tubular capillary electrochromatographic enantioseparation of five basic drugs

Mikrochim Acta. 2019 Jun 21;186(7):462. doi: 10.1007/s00604-019-3584-5.

Abstract

This work shows that the metal organic framework (MOF) HKUST-1 of type Cu3(BTC)2 (also referred to as MOF-199; a face-centered-cubic MOF containing nanochannels) is a most viable coating for use in enantioseparation in capillary electrochromatography (CEC). A HKUST-1 modified capillary was prepared and characterized by scanning electron microscopy, transmission electron microscopy, Fourier transform infrared spectra, elemental analysis and thermogravimetric analysis. CEC-based enantioseparation of the basic drugs propranolol (PRO), esmolol (ESM), metoprolol (MET), amlodipine (AML) and sotalol (SOT) was performed by using carboxymethyl-β-cyclodextrin as the chiral selector. Compared with a fused-silica capillary, the resolutions are improved (ESM: 1.79; MET: 1.80; PRO: 4.35; SOT: 1.91; AML: 2.65). The concentration of chiral selector, buffer pH value, applied voltage and buffer concentration were optimized, and the reproducibilities of the migration times and Rs values were evaluated. Graphical abstract Schematic presentation of the preparation of a HKUST-1@capillary for enantioseparation of racemic drugs. Cu(NO3)2 and 1,3,5-benzenetricarboxylic acid (BTC) were utilized to prepare the HKUST-1@capillary. Then the capillary was applied to construct capillary electrochromatography system with carboxymethyl-β-cyclodextrin (CM-β-CD) for separation of basic racemic drugs.

Keywords: Basic drugs; Capillary electrochromatography; Carboxymethyl-β-cyclodextrin; Enantioseparation; HKUST-1; MOF-199; Mechanism; Metal frame work; Open-tubular capillary.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amlodipine / chemistry
  • Amlodipine / isolation & purification*
  • Capillary Electrochromatography / instrumentation
  • Capillary Electrochromatography / methods
  • Metal-Organic Frameworks / chemistry*
  • Metoprolol / chemistry
  • Metoprolol / isolation & purification*
  • Propanolamines / chemistry
  • Propanolamines / isolation & purification*
  • Propranolol / chemistry
  • Propranolol / isolation & purification*
  • Sotalol / chemistry
  • Sotalol / isolation & purification*
  • Stereoisomerism
  • beta-Cyclodextrins / chemistry

Substances

  • Metal-Organic Frameworks
  • Propanolamines
  • beta-Cyclodextrins
  • bis(1,3,5-benzenetricarboxylate)tricopper(II)
  • carboxymethyl-beta-cyclodextrin
  • Amlodipine
  • Propranolol
  • Sotalol
  • Metoprolol
  • esmolol