Enantiomeric separations of four basic drugs containing N-alkyl groups by a RP-HPLC system using SBE-β-CD as chiral mobile phase additive |
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Authors: | Min Huang Wen-Jing Chen Ying Zhou Ru Feng Jie Fu Jing-Yi Ma Xiang-Shan Tan Chi-Yu He Qi-Ming Zhang Wen-Yi He Yu-Lin Deng Yu-Kui Zhang Xian-Feng Zhang Yan Wang |
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Institution: | a State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China;
b National Institute for the Control of Pharmaceutical and Biological Products, Beijing 100050, China;
c School of Life Science, Beijing Institute of Technology, Beijing 100081, China;
d Department of Neurosurgery, First Hospital, Jilin University, Changchun 130021, China |
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Abstract: | The chiral separations of four pharmaceutical racemates which contain N-alkyl groups were satisfactorily resolved using SBE-β-CD as a chiral mobile phase additive(CMPA) in a RP-HPLC system(the resolution is 2.701 for ondansetron hydrochloride, 1.996 for sulpiride, 1.293 for clenbuterol hydrochloride and 0.816 for omeprazole). In addition, the effects of different parameters such as CD type and CD concentration were investigated. The separation mechanism arises through the combination of several potential interactions, including electrostatic interactions as well as hydrogen bonding interactions and hydrophobic inclusion interactions, which allow for the SBE-β-CD-drug complexation with strong stereoselectivity and stability. The resolution also relates to the number and location of N atoms in the enantiomers. Thismethod will be applicable to the isolation of various types of biologically important enantiomers containing N-alkyl groups. |
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Keywords: | Chiral separation Chiral mobile phase additive(CMPA) SBE-&beta -CD N-Alkyl group |
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