Laboratory-Scale Preparative Enantioseparations of Pharmaceutically Relevant Compounds on Commercially Available Chiral Stationary Phases for HPLC

Title:Laboratory-Scale Preparative Enantioseparations of Pharmaceutically Relevant Compounds on Commercially Available Chiral Stationary Phases for HPLC

Volume: 24 Issue: 8

Author(s): Roccaldo Sardella, Federica Ianni, Maura Marinozzi, Antonio Macchiarulo and Benedetto Natalini*

Affiliation:

• Department of Pharmaceutical Sciences, University of Perugia, Via Fabretti 48, 06123 Perugia,Italy

Keywords: Laboratory-scale preparative enantioresolution, high-performance liquid chromatography (HPLC), racemic approach, commercial chiral stationary phases, pharmaceutically relevant compounds, absolute configuration.

Abstract: In response to the outburst of research in the field of synthetic medicinal chemistry, enantioselective chromatography methods based on the use of chiral stationary phases (CSPs) found immediate acceptance as the elective choice for the analytical determinations of the enantiomeric purity of synthetic compounds. In contrast to an initial scepticism, also the preparative-scale applications are gaining increasing recognition as a powerful alternative to enantioselective synthesis for the supply of pure enantiomers of bioactive compounds. The increasing success of liquid chromatography methods has been made possible thanks to the development of highly efficient CSPs allowing the enantioresolution of practically all the chemical classes of chiral compounds. However, only few CSPs are really suitable for preparative- scale applications, being the loading capacity is the major concern for preparativescale enantioseparations. The cellulose- and amylose-based CSPs present the highest loading capacity and enantiodiscrimination power, which makes these CSPs the most versatile and applicable for preparative-scale applications in all the applicable elution modes (reversedphase, normal-phase, and with polar-organic or polar-ionic eluents). However, also other types of CSPs have been successfully employed at this regard (brush-type phases, polyacrylamide and cross-linked di-allyltartardiamide phases as well as cyclodextrin, and glycopeptide containing phases).

Cite this article as:

Sardella Roccaldo, Ianni Federica, Marinozzi Maura, Macchiarulo Antonio and Natalini Benedetto*, Laboratory-Scale Preparative Enantioseparations of Pharmaceutically Relevant Compounds on Commercially Available Chiral Stationary Phases for HPLC, Current Medicinal Chemistry 2017; 24 (8) . https://dx.doi.org/10.2174/0929867323666160907111107