On-column enantiomerization of 3-hydroxybenzodiazepines during chiral liquid chromatography with optical rotation detection
| Autor: | Yoshinori Hayashi, Satomi Suzuki, Hideki Ohtani, Hiroaki Kubo, Takashi Nishikawa |
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| Rok vydání: | 1997 |
| Předmět: |
Chromatography
Chemistry Elution Organic Chemistry Analytical chemistry General Medicine Biochemistry High-performance liquid chromatography Analytical Chemistry Chiral column chromatography Oxazepam medicine Optical rotation Enantiomer Chirality (chemistry) Chiral liquid chromatography medicine.drug |
| Zdroj: | Journal of Chromatography A. 767:93-100 |
| ISSN: | 0021-9673 |
| DOI: | 10.1016/s0021-9673(96)01097-7 |
| Popis: | Oxazepam and lorazepam, 3-hydroxybenzodiazepines that undergo reversible enantiomerization at ambient temperature, were eluted on a chiral HPLC column at various temperatures and various flow-rates. The profiles obtained by a UV detector were various, such as two peaks, a plateau sandwiched between two peaks, and one fused peak. The profiles obtained by an optical rotation detector were also various, such as two sharp peaks with opposite chirality (−, +), two peaks (−, +) with a great tailing or leading, two small peaks (−, +) next to each other. These peculiar profiles could be explained by on-column enantiomerization. Unexpectedly, the elution order of the (−)- and (+)-enantiomers was reversed for oxazepam and lorazepam. The simultaneous detection by UV and chiroptical measurements allowed us to plot HPLC profiles of the individual enantiomers. |
| Databáze: | OpenAIRE |
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