Application of antibiotics as chiral selectors for capillary electrophoretic enantioseparation of pharmaceuticals: a review

Abstract

Recent years have witnessed several new trends in chiral separation, for example, the enantiorecognition ability of several new antibiotics has been explored using capillary electrophoresis (CE) prior to HPLC; antibiotics have been employed as chiral selectors (CSs) in a nonaqueous CE (NACE) mode; and several new detection techniques (namely, capacitively coupled contactless conductivity detection) have been used in combination with CE for quantification of enantiomers. On account of these emerging trends, this article aims to review the application of various classes of antibiotics for CE enantioseparation of pharmaceuticals. A detailed account of the basic factors affecting enantioseparation, certain limitations of antibiotics as CSs and strategies to mitigate them, and advantages of NACE while using antibiotics as CSs has also been presented.

The Chain of Chirality Transfer as Determinant of Brain Functional Laterality. Breaking the Chirality Silence: Search for New Generation of Biomarkers; Relevance to Neurodegenerative Diseases, Cognitive Psychology, and Nutrition Science

“…IV The enantiomers of a drug, as a rule, are differing in potency, toxicity, and behavior in biological systems. V The advance in enantio-separation of the antibiotics reveals the significance of chirality in their biological activity [32,33]. VI Phospholipids and cholesterol both contain chiral carbon atoms and could themselves mediate stereoselective effects [35].…”

“…ondary, tertiary, and higher-ordered structures assumed to be responsible for their prominent role in the chirality transformation events. The members of protein family known for chirality related functions include enzymes III [25], cytoskeleton molecular complex [26], amylogenic proteins [27,28], trans-membrane proteins -ligand complex [29], drugs IV [30,31], and antibiotics V [32,33]. For the purpose of our review we will restrict our attention mostly to the proteins and phospholipids.…”

Study on the separation of ofloxacin enantiomers by hydroxyl-propyl-β-cyclodextrin as a chiral selector in capillary electrophoresis: a computational approach

“…Customarily, in CE addition of chiral selectors to the background electrolyte (BGE) facilitated resolution of a huge number of chiral compounds. A glance at the literature can easily reveal the fact that macrocycle antibiotics and cyclodextrins are the most dominantly utilized running buffer additives [1,3,[5][6][7][8][9][10][11][12]. So far the general mechanism adopted for the chiral resolution is the one based on the formation of transient diastereoisomers that exhibit different thermodynamic stability with an ensuing difference in migration times.…”

The application of functional silica nanoparticles to fulfill the rapid and improved enantioselective capillary electrophoresis separation of amino acid derivatives

“…Macrocyclic antibiotics have gained popularity as chiral selectors that have been widely used for the analysis of enantiomers . Nevertheless, when macrocyclic antibiotics were used in traditional CE, the efficiencies were relatively poor because of the adsorption of macrocyclic antibiotics to the capillary wall.…”