Two-dimensional hydrophilic interaction/reversed-phase liquid chromatography for the preparative separation of polar and non-polar taxanes

Phytochem Anal. 2012 Mar-Apr;23(2):164-70. doi: 10.1002/pca.1338. Epub 2011 Jul 29.

Abstract

Introduction: Paclitaxel (Taxol®) is one of the best-known compounds of natural origin that has been used in the pharmaceutical industry. It is derived from taxanes extracted from different parts of yew trees (Taxaceae), cell cultures and taxane-producing endophytic fungi. Previous work reported a semi-preparative HPLC for the extraction of Paclitaxel (a non-polar taxane) from Taxus baccata L. and cell culture. In other work, 10-deacetylbaccatin III (a polar taxane) was separated from this medium at a preparative scale.

Objective: To introduce a novel on-line two-dimensional heart-cut liquid chromatography using hydrophilic interaction/reversed-phase chromatography for preparative separation of polar and non-polar taxanes.

Methodology: To achieve this goal the system was developed from analytical to a larger preparative scale. In the first dimension of a semi-preparative column, taxanes were separated from polar compounds using a CN column, and in the second dimension the fraction containing taxanes was transferred to a C₁₈-column.

Results: Using this method polar and non-polar taxanes could be separated at analytical and semi-preparative scales.

Conclusion: Combination of hydrophilic and reversed-phase chromatography in two-dimensional liquid chromatography (2D-LC) systems is a useful method for the separation of compounds with a large polarity range such as taxanes.

MeSH terms

  • Chromatography, High Pressure Liquid / instrumentation
  • Chromatography, High Pressure Liquid / methods*
  • Chromatography, Reverse-Phase / instrumentation
  • Chromatography, Reverse-Phase / methods*
  • Molecular Structure
  • Paclitaxel / chemistry
  • Paclitaxel / isolation & purification
  • Reproducibility of Results
  • Spectrometry, Mass, Electrospray Ionization
  • Tandem Mass Spectrometry
  • Taxoids / chemistry
  • Taxoids / isolation & purification*
  • Taxus / chemistry*

Substances

  • Taxoids
  • Paclitaxel