Application of rifampicin as a chiral selector for enantioresolution of basic drugs using capillary electrophoresis
| Autor: | Jung Hag Park, Shuchi Dixit |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Stereochemistry
Imine 010402 general chemistry 01 natural sciences Biochemistry Analytical Chemistry Stereocenter Propanol chemistry.chemical_compound Capillary electrophoresis Amide Chromatography Hydrogen bond 010401 analytical chemistry Organic Chemistry Enantioselective synthesis Electrophoresis Capillary Stereoisomerism General Medicine Propranolol Anti-Bacterial Agents 0104 chemical sciences chemistry Rifampin Enantiomer Metoprolol |
| Zdroj: | Journal of Chromatography A. 1453:138-142 |
| ISSN: | 0021-9673 |
| DOI: | 10.1016/j.chroma.2016.05.055 |
| Popis: | Rifampicin, a member of rifamycin sub-class of antibiotics which belongs to the naphthalenic ansamycin class of antibiotics, has a characteristic ansa structure, i.e., a ring structure or chromophore spanned by an aliphatic chain. The present work was designed to evaluate its potential as a chiral selector (CS) as its structure consisting of nine stereogenic centers, an aromatic moiety and several functional groups (i.e., one imine, one amide, one acetoxy residue, two aliphatic hydroxyl and three phenolic hydroxyl groups) was expected to instigate multiple enantioselective interactions, namely, hydrogen bonding and inclusion complexation with chiral analytes, and therefore resulting in efficient enantioseparations. Systematic experiments were performed to investigate the effects of concentration of CS, composition of background electrolyte (BGE) and applied voltage on chiral separation. Enantiomers of propranolol and metoprolol were baseline resolved using a BGE consisting of 20 mM CS and 50/50 ( v / v ) iso -propanol/phosphate buffer (100 mM, pH 7.0) whereas for enantiomers of sertraline, a BGE consisting of 23 mM CS and 40/60 ( v / v ) iso -propanol/phosphate buffer (100 mM, pH 7.0) resulted in baseline resolutions. |
| Databáze: | OpenAIRE |
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